{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,9]],"date-time":"2025-11-09T07:46:24Z","timestamp":1762674384456,"version":"build-2065373602"},"reference-count":69,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2020,2,18]],"date-time":"2020-02-18T00:00:00Z","timestamp":1581984000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The regioselective mono-bromination of phenols has been successfully developed with KBr and ZnAl\u2013BrO3\u2212\u2013layered double hydroxides (abbreviated as ZnAl\u2013BrO3\u2212\u2013LDHs) as brominating reagents. The para site is much favorable and the ortho site takes the priority if para site is occupied. This reaction featured with excellent regioselectivity, cheap brominating reagents, mild reaction condition, high atom economy, broad substrate scope, and provided an efficient method to synthesize bromophenols.<\/jats:p>","DOI":"10.3390\/molecules25040914","type":"journal-article","created":{"date-parts":[[2020,2,26]],"date-time":"2020-02-26T05:44:12Z","timestamp":1582695852000},"page":"914","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Regioselective Monobromination of Phenols with KBr and ZnAl\u2013BrO3\u2212\u2013Layered Double Hydroxides"],"prefix":"10.3390","volume":"25","author":[{"given":"Ligeng","family":"Wang","sequence":"first","affiliation":[{"name":"College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310004, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chun","family":"Feng","sequence":"additional","affiliation":[{"name":"College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310004, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yan","family":"Zhang","sequence":"additional","affiliation":[{"name":"College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310004, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jun","family":"Hu","sequence":"additional","affiliation":[{"name":"College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310004, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2020,2,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"779","DOI":"10.1055\/s-0036-1591892","article-title":"Dimerization of aromatic aompounds using Palladium-carbon-catalyzed Suzuki-Miyaura cross-coupling by one-pot synthesis","volume":"29","author":"Du","year":"2018","journal-title":"Synlett"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"6001","DOI":"10.1016\/j.tetlet.2014.09.040","article-title":"Efficient synthesis of neurotrophic honokiol using Suzuki-Miyaura reactions","volume":"55","author":"Harada","year":"2014","journal-title":"Tetrahedron Lett."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"2457","DOI":"10.1021\/cr00039a007","article-title":"Palladium-catalyzed cross-coupling reactions of organoboron compounds","volume":"95","author":"Miyaura","year":"1995","journal-title":"Chem. Rev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"4104","DOI":"10.1021\/jo500675a","article-title":"Suzuki-Miyaura coupling of halophenols and phenol boronic acids: Systematic investigation of positional isomer effects and conclusions for the synthesis of phytoalexins from pyrinae","volume":"79","author":"Schmidt","year":"2014","journal-title":"J. Org. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1002\/cssc.200700159","article-title":"Pd on porous glass: A versatile and easily recyclable catalyst for Suzuki and Heck reactions","volume":"1","author":"Schmoger","year":"2008","journal-title":"Chemsuschem"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"521","DOI":"10.1021\/acscatal.8b04098","article-title":"Phenol-directed C-H functionalization","volume":"9","author":"Huang","year":"2019","journal-title":"Acs. Catal."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Jesus, A., Correia-da-Silva, M., Afonso, C., Pinto, M., and Cidade, H. (2019). Isolation and potential biological applications of haloaryl secondary metabolites from macroalgae. Mar. Drugs, 17.","DOI":"10.3390\/md17020073"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1273","DOI":"10.3390\/md9071273","article-title":"Bromophenols in marine algae and their bioactivities","volume":"9","author":"Liu","year":"2011","journal-title":"Mar. Drugs"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1016\/j.bioorg.2015.04.006","article-title":"Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives","volume":"60","author":"Oztaskin","year":"2015","journal-title":"Bioorg. Chem."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"7388","DOI":"10.1021\/acs.joc.8b00188","article-title":"Graphene oxide promoted oxidative bromination of anilines and phenols in water","volume":"83","author":"Ghorpade","year":"2018","journal-title":"J. Org. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"90031","DOI":"10.1039\/C6RA20217A","article-title":"A quick, mild and efficient bromination using a CFBSA\/KBr system","volume":"6","author":"Jiang","year":"2016","journal-title":"Rsc Adv."},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Su, P., Fan, C., Yu, H., Wang, W., Jia, X., Rao, Q., Fu, C., Zhang, D., Huang, B., and Pan, C. (2019). Synthesis of Ti-Al binary oxides and their catalytic application for C-H halogenation of phenols, aldehydes and ketones. Mol. Catal., 475.","DOI":"10.1016\/j.mcat.2019.110460"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"852","DOI":"10.1002\/adsc.201701312","article-title":"Rapid, Operationally simple, and metal-free NBS mediated one-pot synthesis of 1,2-Naphthoquinone from 2-naphthol","volume":"360","author":"Sim","year":"2018","journal-title":"Adv. Synth. Catal."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"11917","DOI":"10.1039\/C8DT01851K","article-title":"A bromo-capped diruthenium(I, I) N-heterocyclic carbene compound for in situ bromine generation with NBS: catalytic olefin aziridination reactions","volume":"47","author":"Sengupta","year":"2018","journal-title":"Dalton T."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"804","DOI":"10.1002\/kin.21214","article-title":"Synthesis, kinetics, and mechanism of bromophenols by N-bromophthalimide in aqueous acetic acid","volume":"50","author":"Anjaiah","year":"2018","journal-title":"Int. J. Chem. Kinet."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"3103","DOI":"10.1039\/C4OB02633K","article-title":"Acid-promoted direct electrophilic trifluoromethylthiolation of phenols","volume":"13","author":"Jereb","year":"2015","journal-title":"Org. Biomol. Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"137","DOI":"10.5059\/yukigoseikyokaishi.72.137","article-title":"Development of Highly selective organic transformation reactions using halogen lewis acids","volume":"72","author":"Ishihara","year":"2014","journal-title":"J. Syn. Org. Chem. Jpn."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"2091","DOI":"10.1080\/00397910008087387","article-title":"Hydrochloric acid catalysis of N-bromosuccinimide (NBS) mediated nuclear aromatic brominations in acetone","volume":"30","author":"Andersh","year":"2000","journal-title":"Synth. Commun."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"4504","DOI":"10.1021\/jo9622993","article-title":"A new bromination method for phenols and anisoles: NBS\/HBF4 center dot Et2O in CH3CN","volume":"62","author":"Oberhauser","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"440","DOI":"10.1139\/V08-176","article-title":"Synthesis of arylbromides from arenes and N-bromosuccinimide (NBS) in acetonitrile - A convenient method for aromatic bromination","volume":"87","author":"Arias","year":"2009","journal-title":"Can. J. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1029","DOI":"10.1002\/jccs.200700148","article-title":"N-bromosuccinimide (NBS): a mild and efficient catalyst for tetrahydropyranylation of alcohols and Phenols under solvent-free conditions","volume":"54","author":"Khazaei","year":"2007","journal-title":"J. Chin. Chem. Soc."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"792","DOI":"10.1021\/acs.joc.8b02637","article-title":"Sodium salts (NaI\/NaBr\/NaCl) for the halogenation of imidazo-fused heterocycles","volume":"84","author":"Semwal","year":"2019","journal-title":"J. Org. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"2886","DOI":"10.1021\/acs.orglett.5b00932","article-title":"Efficient and practical oxidative bromination and iodination of arenes and heteroarenes with DMSO and hydrogen halide: a mild protocol for late-Stage functionalization","volume":"17","author":"Song","year":"2015","journal-title":"Org. Lett."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"3701","DOI":"10.1021\/acs.joc.5b00211","article-title":"Bromination of olefins with HBr and DMSO","volume":"80","author":"Karki","year":"2015","journal-title":"J. Org. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"11127","DOI":"10.1016\/S0040-4020(99)00628-6","article-title":"Simple and practical halogenation of arenes, alkenes and alkynes with hydrohalic acid\/H2O2 (or TBHP)","volume":"55","author":"Barhate","year":"1999","journal-title":"Tetrahedron"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"247","DOI":"10.1021\/ol9902935","article-title":"Regioselective bromination of organic substrates by tetrabutylammonium bromide promoted by V2O5-H2O2: An environmentally favorable synthetic protocol","volume":"2","author":"Bora","year":"2000","journal-title":"Org. Lett."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"6933","DOI":"10.1039\/c1cc11685a","article-title":"Addition of halide to \u03c0-bond directly from aqueous NaX solution: A general strategy for installation of two different functional groups","volume":"47","author":"Pandit","year":"2011","journal-title":"Chem. Commun."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"3060","DOI":"10.1055\/s-0037-1611482","article-title":"Access to biphenyls by Palladium-catalyzed oxidative coupling of phenyl carbamates and phenols","volume":"51","author":"Truchan","year":"2019","journal-title":"Synthesis"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1016\/j.jorganchem.2018.01.001","article-title":"Polymer-anchored Fe(III)Azo complex: An efficient reusable catalyst for oxidative bromination and multi-components reaction for the synthesis of spiropiperidine derivatives","volume":"858","author":"Khatun","year":"2018","journal-title":"J. Organomet. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"2727","DOI":"10.1039\/C5GC00184F","article-title":"From simple organobromides or olefins to highly value-added bromohydrins: a versatile performance of dimethyl sulfoxide","volume":"17","author":"Song","year":"2015","journal-title":"Green Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"1337","DOI":"10.1002\/cssc.201300289","article-title":"A sustainable process for catalytic oxidative bromination with molecular oxygen","volume":"6","author":"Huang","year":"2013","journal-title":"Chemsuschem"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Kumar, M.A., Rohitha, C.N., Kulkarni, S.J., and Narender, N. (2010). Bromination of aromatic aompounds using ammonium bromide and oxone (R). Synthesis, 1629\u20131632.","DOI":"10.1055\/s-0029-1218723"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"916","DOI":"10.1039\/b606586d","article-title":"Eco-friendly and versatile brominating reagent prepared from a liquid bromine precursor","volume":"8","author":"Adimurthy","year":"2006","journal-title":"Green Chem."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Terent\u2019ev, A.O., Khodykin, S.V., Krylov, I.B., Ogibin, Y.N., and Nikishin, G.I. (2006). A convenient synthesis of 2,2-dibromo-1-arylethanones by bromination of 1-arylethanones with the H2O2-HBr system. Synthesis, 1087\u20131092.","DOI":"10.1055\/s-2006-926386"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"682","DOI":"10.2174\/1570178615666180126153243","article-title":"o-Xylylene Bis(Triethyl Ammonium Tribromide) as a mild and ecyclable reagent for rapid and regioselective bromination of anilines and phenols","volume":"15","author":"Hemati","year":"2018","journal-title":"Lett. Org. Chem."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"6564","DOI":"10.1016\/j.tet.2017.10.005","article-title":"Regioselective monobromination of aromatics via a halogen bond acceptor-donor interaction of catalytic thioamide and N -bromosuccinimide","volume":"73","author":"Bovonsombat","year":"2017","journal-title":"Tetrahedron"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"4593","DOI":"10.1002\/ejoc.201900794","article-title":"Mild and regioselective bromination of phenols with TMSBr","volume":"2019","author":"Ma","year":"2019","journal-title":"Eur. J. Org. Chem."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"17806","DOI":"10.1039\/C8RA02982B","article-title":"Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: the PIDA\u2013AlBr3 system","volume":"8","author":"Satkar","year":"2018","journal-title":"RSC Adv."},{"key":"ref_39","doi-asserted-by":"crossref","unstructured":"Georgiev, D., Saes, B.W.H., Johnston, H.J., Boys, S.K., Healy, A., and Hulme, A.N. (2016). Selective and efficient generation of ortho-brominated para-substituted phenols in ACS-grade methanol. Molecules, 21.","DOI":"10.3390\/molecules21010088"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"6928","DOI":"10.1016\/j.tet.2010.06.041","article-title":"Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues","volume":"66","author":"Bovonsombat","year":"2010","journal-title":"Tetrahedron"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"3226","DOI":"10.1080\/00397910903395268","article-title":"Efficient, rapid, and regioselective bromination of phenols and anilines with N-bromosaccharin using tungstophosphoric acid as a heterogeneous recyclable catalyst","volume":"40","author":"Alinezhad","year":"2010","journal-title":"Synth. Commun."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"1497","DOI":"10.1055\/s-0033-1338431","article-title":"Fast and efficient bromination of aromatic compounds with ammonium bromide and oxone","volume":"45","author":"Narender","year":"2013","journal-title":"Synthesis"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"13","DOI":"10.1016\/j.cclet.2010.06.002","article-title":"Polyvinylpolypyrrolidone\u2013bromine complex: Mild and efficient polymeric reagent for bromination of activated aromatic compounds","volume":"22","author":"Mokhtary","year":"2011","journal-title":"Chinese Chem. Lett."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"647","DOI":"10.1080\/00397910903009430","article-title":"Mild, Efficient, and regioselective monobromination of arylamines and phenols using [BBIm]Br3 as a new reagent","volume":"40","author":"Borikar","year":"2010","journal-title":"Synth. Commun."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"868","DOI":"10.1080\/00397910903019975","article-title":"Efficient and regioselective Bromination of aromatic compounds with ethylenebis(N-methylimidazolium) ditribromide (EBMIDTB)","volume":"40","author":"Hosseinzadeh","year":"2010","journal-title":"Synth. Commun."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"4212","DOI":"10.1080\/00397910902898569","article-title":"Regioselective bromination of aromatic amines and phenols using N-benzyl-DABCO tribromide","volume":"39","author":"Moghaddam","year":"2009","journal-title":"Synth. Commun."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1016\/j.tetlet.2008.12.053","article-title":"An efficient, rapid, and regioselective bromination of anilines and phenols with 1-butyl-3-methylpyridinium tribromide as a new reagent\/solvent under mild conditions","volume":"50","author":"Borikar","year":"2009","journal-title":"Tetrahedron Lett."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"1729","DOI":"10.1016\/j.tetlet.2008.01.072","article-title":"Regioselective bromination of activated aromatic substrates with a ZrBr4\/diazene mixture","volume":"49","author":"Stropnik","year":"2008","journal-title":"Tetrahedron Lett."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"4959","DOI":"10.1016\/j.tet.2007.03.137","article-title":"Regioselective monobromination of substituted phenols in the presence of \u03b2-cyclodextrin","volume":"63","author":"Suresh","year":"2007","journal-title":"Tetrahedron"},{"key":"ref_50","doi-asserted-by":"crossref","unstructured":"Ghorbani-Vaghei, R., and Jalili, H. (2005). Mild and regioselective bromination of aromatic compounds with N,N,N\u2032,N\u2032-tetrabromobenzene-1,3-disulfonylamide and poly(N-bromobenzene-1,3-disulfonylamide). Synthesis, 1099\u20131102.","DOI":"10.1055\/s-2005-861851"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"5823","DOI":"10.1021\/jo300731z","article-title":"Cu-Mn Spinel oxide catalyzed regioselective halogenation of phenols and N-heteroarenes","volume":"77","author":"Singh","year":"2012","journal-title":"J. Org. Chem."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"9456","DOI":"10.1016\/j.tet.2012.08.081","article-title":"Bromination of phenols in bromoperoxidase-catalyzed oxidations","volume":"68","author":"Wischang","year":"2012","journal-title":"Tetrahedron"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"786","DOI":"10.1021\/cs200096a","article-title":"Highly efficient and regioselective halogenation over well dispersed Rhenium-promoted mesoporous zirconia","volume":"1","author":"Chen","year":"2011","journal-title":"ACS Catal."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"863","DOI":"10.4067\/S0717-97072011000400008","article-title":"Regioselective and high-yielding bromination of phenols and anilins using N-bromosaccharin and amberlyst-15","volume":"56","author":"Baharfar","year":"2011","journal-title":"J. Chil. Chem. Soc."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"820","DOI":"10.1002\/jccs.201000114","article-title":"Highly Regioselective oxybromination in an aqueous system using SBA-15 supported sulfated zirconia catalyst","volume":"57","author":"Chen","year":"2010","journal-title":"J. Chin. Chem. Soc."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"2124","DOI":"10.1039\/c0gc00328j","article-title":"An efficient copper-catalysed aerobic oxybromination of arenes in water","volume":"12","author":"Wang","year":"2010","journal-title":"Green Chem."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"1381","DOI":"10.1080\/00908320701230026","article-title":"Copper(II) Bromide: A simple and selective monobromination reagent for electron-rich aromatic compounds","volume":"37","author":"Bhatt","year":"2007","journal-title":"Synth. Commun."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"189","DOI":"10.1016\/j.tetlet.2007.10.126","article-title":"Regioselective, photochemical bromination of aromatic compounds using N-bromosuccinimide","volume":"49","author":"Chhattise","year":"2008","journal-title":"Tetrahedron Lett."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"30","DOI":"10.1016\/j.molcata.2006.11.002","article-title":"A facile nuclear bromination of phenols and anilines using NBS in the presence of ammonium acetate as a catalyst","volume":"267","author":"Das","year":"2007","journal-title":"J. Mol. Catal. A- Chem."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"310","DOI":"10.1002\/anie.200461555","article-title":"Bromide-assisted oxidation of substituted phenols with hydrogen peroxide to the corresponding p-quinol and p-quinol ethers over WO42--exchanged layered double hydroxides","volume":"44","author":"Sels","year":"2005","journal-title":"Angew. Chem. Int. Edit."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1016\/j.apsusc.2019.06.064","article-title":"Ni-Al layered double hydroxides (LDHs) coated superhydrophobic mesh with flower-like hierarchical structure for oil\/water separation","volume":"490","author":"Zhang","year":"2019","journal-title":"Appl. Surf. Sci."},{"key":"ref_62","doi-asserted-by":"crossref","unstructured":"Wang, B., Shang, J., Guo, C., Zhang, J., Zhu, F., Han, A., and Liu, J. (2019). A general method to ultrathin bimetal-MOF nanosheets arrays via in situ transformation of layered double hydroxides arrays. Small, 15.","DOI":"10.1002\/smll.201804761"},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"17637","DOI":"10.1039\/C9TA05138D","article-title":"Improved electrochemical performances of MOF-derived Ni-Co layered double hydroxide complexes using distinctive hollow-in-hollow structures","volume":"7","author":"Lee","year":"2019","journal-title":"J. Mater. Chem. A"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"955","DOI":"10.1016\/j.cej.2018.09.101","article-title":"A facile dissolved and reassembled strategy towards sandwich-like rGO@NiCoAl-LDHs with excellent supercapacitor performance","volume":"356","author":"Guo","year":"2019","journal-title":"Chem. Eng. J."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"4950","DOI":"10.1039\/C9TA00070D","article-title":"Ni-Co hydroxide nanosheets on plasma-reduced Co-based metal-organic nanocages for electrocatalytic water oxidation","volume":"7","author":"Chen","year":"2019","journal-title":"J. Mater. Chem. A"},{"key":"ref_66","first-page":"672","article-title":"New reagent system for bromination built with Zn\/Al-BrO3-- -LDHs as carrier","volume":"43","author":"Wang","year":"2015","journal-title":"J. Chin. Cera. Soc."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"1787","DOI":"10.6023\/cjoc201902017","article-title":"Efficient synthesis of dibromoalkanes and iodoacetates from olefins using ZnAl-XO3(-)-LDHs\/LiX (X= Br, I) as halogen sources","volume":"39","author":"Wang","year":"2019","journal-title":"Chin. J. Org. Chem."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"1611","DOI":"10.1055\/s-0037-1610028","article-title":"Green synthesis of haloformates from olefins using formic acid as reactant, protonic acid, and solvent","volume":"29","author":"Wang","year":"2018","journal-title":"Synlett"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"3186","DOI":"10.6023\/cjoc201705017","article-title":"Selective oxidative bromination of anilines using potassium bromide and ZnAl-BrO3--LDHs","volume":"37","author":"Wang","year":"2017","journal-title":"Chin. J. Org. Chem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/4\/914\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T08:58:50Z","timestamp":1760173130000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/4\/914"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,2,18]]},"references-count":69,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2020,2]]}},"alternative-id":["molecules25040914"],"URL":"https:\/\/doi.org\/10.3390\/molecules25040914","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2020,2,18]]}}}