{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,22]],"date-time":"2026-01-22T16:16:45Z","timestamp":1769098605212,"version":"3.49.0"},"reference-count":46,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2018,11,1]],"date-time":"2018-11-01T00:00:00Z","timestamp":1541030400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2018,11,1]],"date-time":"2018-11-01T00:00:00Z","timestamp":1541030400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Drug Discovery Today: Technologies"],"published-print":{"date-parts":[[2018,11]]},"DOI":"10.1016\/j.ddtec.2018.08.002","type":"journal-article","created":{"date-parts":[[2018,9,10]],"date-time":"2018-09-10T18:35:16Z","timestamp":1536604516000},"page":"51-60","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":20,"special_numbering":"C","title":["Borylated reagents for multicomponent reactions"],"prefix":"10.1016","volume":"29","author":[{"given":"Joanne","family":"Tan","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andrei K.","family":"Yudin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.ddtec.2018.08.002_bib0005","series-title":"Boronic acids: preparation and applications in organic synthesis medicine and materials","author":"Hall","year":"2011"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0010","doi-asserted-by":"crossref","first-page":"1275","DOI":"10.4155\/fmc.09.71","article-title":"Therapeutic potential of boron-containing compounds","volume":"1","author":"Baker","year":"2009","journal-title":"Future Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0015","doi-asserted-by":"crossref","first-page":"731","DOI":"10.1038\/nchem.2814","article-title":"The versatility of boron in biological target engagement","volume":"9","author":"Diaz","year":"2017","journal-title":"Nat Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0020","doi-asserted-by":"crossref","first-page":"653","DOI":"10.4155\/fmc.13.38","article-title":"Boron chemicals in diagnosis and therapeutics","volume":"5","author":"Das","year":"2013","journal-title":"Future Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0025","doi-asserted-by":"crossref","first-page":"3954","DOI":"10.1158\/1078-0432.CCR-03-0781","article-title":"Approval summary for bortezomib for injection in the treatment of multiple myeloma","volume":"10","author":"Bross","year":"2004","journal-title":"Clin Cancer Res"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0030","doi-asserted-by":"crossref","first-page":"4156","DOI":"10.1021\/cr608202m","article-title":"Boron containing compounds as protease inhibitors","volume":"112","author":"Smoum","year":"2012","journal-title":"Chem Rev"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0035","doi-asserted-by":"crossref","first-page":"4279","DOI":"10.1039\/c0cs00131g","article-title":"Boron-containing inhibitors of synthetases","volume":"40","author":"Baker","year":"2011","journal-title":"Chem Soc Rev"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0040","doi-asserted-by":"crossref","first-page":"1760","DOI":"10.1038\/s41467-017-01319-4","article-title":"Multicomponent mapping of boron chemotypes furnishes selective enzyme inhibitors","volume":"8","author":"Tan","year":"2017","journal-title":"Nat Commun"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0045","doi-asserted-by":"crossref","first-page":"1487","DOI":"10.1021\/ol015803l","article-title":"Direct mono-N-methylation of solid-supported amino acids: a useful application of the matteson rearrangement of \u03b1-aminoalkylboronic esters","volume":"3","author":"Laplante","year":"2001","journal-title":"Org Lett"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0050","doi-asserted-by":"crossref","first-page":"614","DOI":"10.1021\/om00082a019","article-title":"Synthesis of 1-amino-2-phenylethane-1-boronic acid derivatives","volume":"3","author":"Matteson","year":"1984","journal-title":"Organometallics"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0055","doi-asserted-by":"crossref","first-page":"e15","DOI":"10.1016\/j.ddtec.2012.10.012","article-title":"Multicomponent reactions \u2014 opportunities for the pharmaceutical industry","volume":"10","author":"Ruijter","year":"2013","journal-title":"Drug Discov Today Technol"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0060","doi-asserted-by":"crossref","first-page":"981","DOI":"10.1002\/tcr.201500201","article-title":"Multicomponent reactions, union of MCRs and beyond","volume":"15","author":"Zarganes-Tzitzikas","year":"2015","journal-title":"Chem Rec"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0065","doi-asserted-by":"crossref","first-page":"3083","DOI":"10.1021\/cr100233r","article-title":"Chemistry and biology of multicomponent reactions","volume":"112","author":"D\u00f6mling","year":"2012","journal-title":"Chem Rev"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0070","doi-asserted-by":"crossref","first-page":"1189","DOI":"10.1039\/c2md20089a","article-title":"Recent applications of multicomponent reactions in medicinal chemistry","volume":"3","author":"Slobbe","year":"2012","journal-title":"MedChemComm"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0075","series-title":"Multicomponent Reactions Concepts Applications for Design and Synthesis","article-title":"Multicomponent reactions with organoboron compounds","author":"Marques-Lopez","year":"2015"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0080","series-title":"Multicomponent Reactions","first-page":"199","article-title":"Multicomponent reactions with organoboron compounds","author":"Petasis","year":"2005"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0085","doi-asserted-by":"crossref","first-page":"3537","DOI":"10.1021\/jacs.8b00614","article-title":"Synthesis and applications of unquaternized C-bound boron enolates","volume":"140","author":"Ng","year":"2018","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0090","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1002\/jcc.540130405","article-title":"Vinyloxyborane and its isomers. An ab initio study of the C2H5BO potential-energy surface, the barrier to 1,3-shifts in \u03b2-ketoboranes, and the mechanism of the carbonylation reaction of boranes","volume":"13","author":"Ibrahim","year":"1992","journal-title":"J Comput Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0095","doi-asserted-by":"crossref","first-page":"215","DOI":"10.1016\/0040-4039(70)80029-6","article-title":"Transfer reactions involving boron. XXI intermediates formed in the alkylation of diazocompounds and dimethylsulfonium phenacylide via organoboranes","volume":"11","author":"Pasto","year":"1970","journal-title":"Tetrahedron Lett"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0100","doi-asserted-by":"crossref","first-page":"13770","DOI":"10.1021\/ja205910d","article-title":"Amphoteric \u03b1-boryl aldehydes","volume":"133","author":"He","year":"2011","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0105","doi-asserted-by":"crossref","first-page":"13774","DOI":"10.1021\/ja205912y","article-title":"Pinene-derived iminodiacetic acid (PIDA): a powerful ligand for stereoselective synthesis and iterative cross-coupling of C(sp3) boronate building blocks","volume":"133","author":"Li","year":"2011","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0110","doi-asserted-by":"crossref","first-page":"13770","DOI":"10.1021\/ja205910d","article-title":"Amphoteric \u03b1-boryl aldehydes","volume":"133","author":"He","year":"2011","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0115","doi-asserted-by":"crossref","first-page":"17669","DOI":"10.1021\/ja510963k","article-title":"Boron-containing enamine and enamide linchpins in the synthesis of nitrogen heterocycles","volume":"136","author":"St","year":"2014","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0120","doi-asserted-by":"crossref","first-page":"579","DOI":"10.1016\/S0040-4020(02)01618-6","article-title":"Synthesis and biological activity of \u03b1-aminoboronic acids, amine-carboxyboranes and their derivatives","volume":"59","author":"Dembitsky","year":"2003","journal-title":"Tetrahedron"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0125","doi-asserted-by":"crossref","first-page":"3608","DOI":"10.1039\/C4CC09107H","article-title":"Facile synthesis of borofragments and their evaluation in activity-based protein profiling","volume":"51","author":"Adachi","year":"2015","journal-title":"Chem Commun"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0130","doi-asserted-by":"crossref","first-page":"763","DOI":"10.1038\/nchembio.659","article-title":"Metabolomics annotates ABHD3 as a physiologic regulator of medium-chain phospholipids","volume":"7","author":"Long","year":"2011","journal-title":"Nat Chem Biol"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0135","doi-asserted-by":"crossref","first-page":"2207","DOI":"10.1021\/cr00022a010","article-title":"Selective reactions using allylic metals","volume":"93","author":"Yamamoto","year":"1993","journal-title":"Chem Rev"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0140","first-page":"1","article-title":"Allylboration of carbonyl compounds","volume":"73","author":"Lachance","year":"2008","journal-title":"Org React"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0145","doi-asserted-by":"crossref","first-page":"4431","DOI":"10.1039\/C7SC00831G","article-title":"3-Cyanoallyl boronates are versatile building blocks in the synthesis of polysubstituted thiophenes","volume":"8","author":"Shao","year":"2017","journal-title":"Chem Sci"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0150","doi-asserted-by":"crossref","first-page":"6835","DOI":"10.1021\/acs.macromol.6b01178","article-title":"Facile enhancement of open-circuit voltage in P3HT analogues via incorporation of hexyl thiophene-3-carboxylate","volume":"49","author":"Noh","year":"2016","journal-title":"Macromolecules"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0155","doi-asserted-by":"crossref","first-page":"1055","DOI":"10.1002\/pola.27095","article-title":"Random poly(3-hexylthiophene-co-3-cyanothiophene) copolymers with high open-circuit voltage in organic solar cells","volume":"52","author":"Khlyabich","year":"2014","journal-title":"J Polym Sci A Polym Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0160","doi-asserted-by":"crossref","first-page":"2606","DOI":"10.1021\/jm400043d","article-title":"Synthesis and biological evaluation of 2-(alkoxycarbonyl)-3-anilinobenzo[b]thiophenes and thieno[2,3-b]pyridines as new potent anticancer agents","volume":"56","author":"Romagnoli","year":"2013","journal-title":"J Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0165","doi-asserted-by":"crossref","first-page":"5765","DOI":"10.1016\/j.bmc.2006.03.013","article-title":"Design, synthesis, SAR, and biological evaluation of new 4-(phenylamino)thieno[2,3-b]pyridine derivatives","volume":"14","author":"Bernardino","year":"2006","journal-title":"Bioorg Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0170","doi-asserted-by":"crossref","first-page":"4420","DOI":"10.1016\/j.bmcl.2008.06.040","article-title":"2-Alkenylthieno[2,3-b]pyridine-5-carbonitriles: potent and selective inhibitors of PKC\u03b8","volume":"18","author":"Tumey","year":"2008","journal-title":"Bioorg Med Chem Lett"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0175","doi-asserted-by":"crossref","first-page":"465","DOI":"10.1016\/j.ejmech.2017.09.039","article-title":"2-Aminothiophene scaffolds: diverse biological and pharmacological attributes in medicinal chemistry","volume":"140","author":"Bozorov","year":"2017","journal-title":"Eur J Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0180","doi-asserted-by":"crossref","first-page":"8411","DOI":"10.1002\/anie.201302818","article-title":"\u03b1-Boryl isocyanides enable facile preparation of bioactive boropeptides","volume":"52","author":"Zajdlik","year":"2013","journal-title":"Angew Chem Int Ed"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0185","doi-asserted-by":"crossref","first-page":"6264","DOI":"10.1002\/anie.201611006","article-title":"Oxalyl boronates enable modular synthesis of bioactive imidazoles","volume":"56","author":"Lee","year":"2017","journal-title":"Angew Chem Int Ed"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0190","doi-asserted-by":"crossref","first-page":"C41","DOI":"10.1016\/S0022-328X(00)83500-7","article-title":"Homologation of boronic esters with trimethylsilylchloromethyllithium","volume":"184","author":"Matteson","year":"1980","journal-title":"J Organomet Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0195","doi-asserted-by":"crossref","first-page":"51","DOI":"10.1016\/S0022-328X(99)00064-9","article-title":"Functional group compatibilities in boronic ester chemistry","volume":"581","author":"Matteson","year":"1999","journal-title":"J Organomet Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0200","doi-asserted-by":"crossref","first-page":"9145","DOI":"10.1021\/jacs.6b03283","article-title":"Protodeboronation of heteroaromatic, vinyl, and cyclopropyl boronic acids: pH-rate profiles, autocatalysis, and disproportionation","volume":"138","author":"Cox","year":"2016","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0205","doi-asserted-by":"crossref","first-page":"2667","DOI":"10.1002\/anie.201108608","article-title":"A general solution for the 2-pyridyl problem","volume":"51","author":"Dick","year":"2012","journal-title":"Angew Chem Int Ed"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0210","doi-asserted-by":"crossref","first-page":"18221","DOI":"10.1074\/jbc.M212556200","article-title":"Stk10, a new member of the polo-like kinase kinase family highly expressed in hematopoietic tissue","volume":"278","author":"Walter","year":"2003","journal-title":"J Biol Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0215","doi-asserted-by":"crossref","first-page":"9711","DOI":"10.1002\/chem.201702008","article-title":"Amphoteric borylketenimines: versatile intermediates in the synthesis of borylated heterocycles","volume":"23","author":"Kaldas","year":"2017","journal-title":"Chem Eur J"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0220","doi-asserted-by":"crossref","first-page":"3595","DOI":"10.1021\/jm4007998","article-title":"Using deuterium in drug discovery: leaving the label in the drug","volume":"57","author":"Gant","year":"2014","journal-title":"J Med Chem"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0225","doi-asserted-by":"crossref","first-page":"6511","DOI":"10.1039\/C4CS00117F","article-title":"Transition metal-mediated bioorthogonal protein chemistry in living cells","volume":"43","author":"Yang","year":"2014","journal-title":"Chem Soc Rev"},{"key":"10.1016\/j.ddtec.2018.08.002_bib0230","doi-asserted-by":"crossref","first-page":"18806","DOI":"10.1021\/ja403247j","article-title":"Efficient synthesis and in vivo incorporation of acridon-2-ylalanine, a fluorescent amino acid for lifetime and F\u00f6rster resonance energy transfer\/luminescence resonance energy transfer studies","volume":"135","author":"Speight","year":"2013","journal-title":"J Am Chem Soc"}],"updated-by":[{"DOI":"10.1016\/j.ddtec.2021.01.002","type":"erratum","label":"Erratum","source":"publisher","updated":{"date-parts":[[2020,12,1]],"date-time":"2020-12-01T00:00:00Z","timestamp":1606780800000}}],"container-title":["Drug Discovery Today: Technologies"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1740674918300180?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1740674918300180?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,28]],"date-time":"2025-10-28T16:20:02Z","timestamp":1761668402000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S1740674918300180"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,11]]},"references-count":46,"alternative-id":["S1740674918300180"],"URL":"https:\/\/doi.org\/10.1016\/j.ddtec.2018.08.002","relation":{},"ISSN":["1740-6749"],"issn-type":[{"value":"1740-6749","type":"print"}],"subject":[],"published":{"date-parts":[[2018,11]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Borylated reagents for multicomponent reactions","name":"articletitle","label":"Article Title"},{"value":"Drug Discovery Today: Technologies","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ddtec.2018.08.002","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2018 Published by Elsevier Ltd.","name":"copyright","label":"Copyright"}]}}