{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,15]],"date-time":"2026-10-15T01:07:29Z","timestamp":1792026449718,"version":"4.4.0"},"reference-count":63,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2018,10,17]],"date-time":"2018-10-17T00:00:00Z","timestamp":1539734400000},"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>Pyrrole and its polysubstituted derivatives are important five-membered heterocyclic compounds, which exist alone or as a core framework in many pharmaceutical and natural product structures, some of which have good biological activities. The Van Leusen [3+2] cycloaddition reaction based on tosylmethyl isocyanides (TosMICs) and electron-deficient compounds as a substrate, which has been continuously developed due to its advantages such as operationally simple, easily available starting materials, and broadly range of substrates, is one of the most convenient methods to synthetize pyrrole heterocycles. In this review, we discuss the different types of two carbon synthons in the Van Leusen pyrrole reaction and give a summary of the progress of these synthesis methods in the past two decades.<\/jats:p>","DOI":"10.3390\/molecules23102666","type":"journal-article","created":{"date-parts":[[2018,10,17]],"date-time":"2018-10-17T10:22:54Z","timestamp":1539771774000},"page":"2666","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":65,"title":["Synthesis of Multi-Substituted Pyrrole Derivatives Through [3+2] Cycloaddition with Tosylmethyl Isocyanides (TosMICs) and Electron-Deficient Compounds"],"prefix":"10.3390","volume":"23","author":[{"given":"Zhengning","family":"Ma","sequence":"first","affiliation":[{"name":"College of Chemistry, Jilin University, Changchun 130012, China"},{"name":"College of Plant Science, Jilin University, Changchun 130062, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zicheng","family":"Ma","sequence":"additional","affiliation":[{"name":"College of Chemistry, Jilin University, Changchun 130012, China"},{"name":"College of Plant Science, Jilin University, Changchun 130062, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4639-8504","authenticated-orcid":false,"given":"Dawei","family":"Zhang","sequence":"additional","affiliation":[{"name":"College of Chemistry, Jilin University, Changchun 130012, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2018,10,17]]},"reference":[{"key":"ref_1","first-page":"218","article-title":"Synthesis, Characterization and Antimicrobial Activity of New Pyrrole Derivatives","volume":"55","author":"Idhayadhulla","year":"2011","journal-title":"J. Mex. Chem. Soc."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2845","DOI":"10.1021\/jm00172a026","article-title":"Synthesis and Antimicrobial and Cytotoxic Activities of Pyrrole-Containing Analogues of Trichostatin A","volume":"33","author":"Massa","year":"1990","journal-title":"J. Med. Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"690","DOI":"10.1128\/am.17.5.690-694.1969","article-title":"Systemic Antifungal Activity of Pyrrolnitrini","volume":"17","author":"Gordee","year":"1969","journal-title":"Appl. Microbiol."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"5140","DOI":"10.1021\/jm048997u","article-title":"Antifungal Agents. 11. N-Substituted Derivatives of 1-[(Aryl)(4-aryl-1H-pyrrol-3-yl)methyl]-1H-imidazole: Synthesis, Anti-Candida Activity, and QSAR Studies","volume":"48","author":"Tafi","year":"2005","journal-title":"J. Med. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1038\/clpt.1988.120","article-title":"Disposition and irreversible plasma protein binding of tolmetin in humans","volume":"44","author":"Hyneck","year":"1988","journal-title":"Clin. Pharmacol. Ther."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"3895","DOI":"10.1021\/jm00020a002","article-title":"Antiinflammatory 4,5-Diarylpyrroles. 2. Activity as a Function of Cyclooxygenase-2 Inhibition","volume":"38","author":"Wilkerson","year":"1995","journal-title":"J. Med. Chem."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"4349","DOI":"10.1128\/AAC.48.11.4349-4359.2004","article-title":"N-Substituted Pyrrole Derivatives as Novel Human Immunodeficiency Virus Type 1 Entry Inhibitors That Interfere with the gp41 Six-Helix Bundle Formation and Block Virus Fusion","volume":"48","author":"Jiang","year":"2004","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"603","DOI":"10.1021\/np100625a","article-title":"Marinoquinolines A-F, Pyrroloquinolines from Ohtaekwangia kribbensis (Bacteroidetes)","volume":"74","author":"Okanya","year":"2011","journal-title":"J. Nat. Prod."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"3069","DOI":"10.1016\/S0960-894X(01)00624-2","article-title":"A Novel Class of Highly Potent, Selective, and Non-Peptidic Inhibitor of Ras Farnesyltransferase (FTase)","volume":"11","author":"Lee","year":"2001","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"7849","DOI":"10.1021\/acs.jmedchem.8b00812","article-title":"Metalloporphyrin-Catalyzed Oxidation of Sunitinib and Pazopanib, Two Anticancer Tyrosine Kinase Inhibitors: Evidence for New Potentially Toxic Metabolites","volume":"61","author":"Paludetto","year":"2018","journal-title":"J. Med. Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"2162","DOI":"10.3390\/md8072162","article-title":"Bromopyrrole Alkaloids as Lead Compounds against Protozoan Parasites","volume":"8","author":"Scala","year":"2010","journal-title":"Mar. Drugs"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"621","DOI":"10.1016\/j.ejmech.2007.05.004","article-title":"Class II-selective histone deacetylase inhibitors. Part 2: Alignment-independent GRIND 3-D QSAR, homology and docking studies","volume":"43","author":"Ragno","year":"2008","journal-title":"Eur. J. Med. Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1367","DOI":"10.1002\/cmdc.200600119","article-title":"Arylthiopyrrole (AThP) Derivatives as Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors: Synthesis, Structure-Activity Relationships, and Docking Studies (Part 1)","volume":"1","author":"Tafi","year":"2006","journal-title":"Chem. Med. Chem."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Nenajdenko, V.G. (2012). Synthesis of Pyrroles and Their Derivatives from Isocyanides. Isocyanide Chemistry, Wiley-VCH. [1st ed.].","DOI":"10.1002\/9783527652532"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1635","DOI":"10.1002\/cber.18840170220","article-title":"Synthese von Pyrrolderivaten","volume":"17","author":"Knorr","year":"1884","journal-title":"Ber. Dtsch. Chem. Ges."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"367","DOI":"10.1002\/cber.18850180175","article-title":"Synthese von Thiophen- und Pyrrolderivaten","volume":"18","author":"Paal","year":"1885","journal-title":"Ber. Dtsch. Chem. Ges."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"1474","DOI":"10.1002\/cber.189002301243","article-title":"Neue Bildungsweise von Pyrrolderivaten","volume":"23","author":"Hantzsch","year":"1890","journal-title":"Ber. Dtsch. Chem. Ges."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"7587","DOI":"10.1016\/S0040-4020(01)89069-4","article-title":"A useful synthesis of pyrroles from nitroolefins","volume":"46","author":"Barton","year":"1990","journal-title":"Tetrahedron"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"5337","DOI":"10.1016\/S0040-4039(01)85244-8","article-title":"A new and simple synthesis of the pyrrole ring system from Michael acceptors and tosylmethylisocyanides","volume":"13","author":"Siderius","year":"1972","journal-title":"Tetrahedron Lett."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"3941","DOI":"10.1021\/jo070389+","article-title":"Microwave-Assisted Piloty\u2212Robinson Synthesis of 3,4-Disubstituted Pyrroles","volume":"72","author":"Milgram","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"4131","DOI":"10.1021\/jo00372a006","article-title":"A New Synthesis of Indoles by Electrocyclic Ring Closure of Dialkenylpyrroles. Synthesis of Alkenylpyrroles from 1-Tosylalkenyl Isocyanides and Michael Acceptors","volume":"51","author":"Moskal","year":"1986","journal-title":"J. Org. Chem."},{"key":"ref_22","first-page":"871","article-title":"An Efficient Synthesis of Substituted 3(4)-Nitropyrroles from Nitroalkenes and Tosylmethyl Isocyanides","volume":"7","author":"Leusink","year":"1996","journal-title":"Synthesis"},{"key":"ref_23","first-page":"307","article-title":"p-Toluenesulfonylmethyl isocyanide: A versatile synthon in organic chemistry","volume":"24","author":"Tandon","year":"2003","journal-title":"Sulfur Rep."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"5332","DOI":"10.1021\/jo972216y","article-title":"A Direct Synthesis of 2-(Trimethylstannyl)pyrroles from Michael Acceptors and Stannylated Tosylmethyl Isocyanide","volume":"63","author":"Dijkstra","year":"1998","journal-title":"J. Org. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"2649","DOI":"10.1021\/jo961981u","article-title":"An Efficient Method for the Synthesis of 3-Arylpyrroles","volume":"62","author":"Pavri","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"2517","DOI":"10.1080\/00397919808004303","article-title":"Pyrrole-Annulated Heterocyclic Systems. Synthesis of 2H-Pyrrolo[3,4-b][1,5]benzothiazepine 4,4-Dioxide Derivatives","volume":"28","author":"Costi","year":"1998","journal-title":"Synth. Commun."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"9871","DOI":"10.1016\/j.tet.2007.06.110","article-title":"A new synthetic route to oxazole and pyrrole 2-deoxy-C-ribosides","volume":"63","author":"Krishna","year":"2007","journal-title":"Tetrahedron"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"291","DOI":"10.1021\/op7002826","article-title":"Practical One-Pot Syntheses of Ethyl 4-Substituted-1H-Pyrrole-3-Carboxylates from Aldehydes","volume":"12","author":"Chang","year":"2008","journal-title":"Org. Process Res. Dev."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"3897","DOI":"10.1016\/j.jorganchem.2008.09.051","article-title":"Practical one-pot sequential procedure for the preparation of N-arylated 3,4-disubstituted pyrroles from alkenes","volume":"693","author":"Zhu","year":"2008","journal-title":"J. Organomet. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"359","DOI":"10.2174\/157017809788681338","article-title":"Synthesis of Polysubstituted Pyrroles","volume":"6","author":"Poulard","year":"2009","journal-title":"Lett. Org. Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"77","DOI":"10.1021\/ol802380g","article-title":"One-Pot Synthesis of Substituted 2,2\u2032-Bipyrroles. A Straightforward Route to Aryl Porphycenes","volume":"11","author":"Borrell","year":"2009","journal-title":"Org. Lett."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"9446","DOI":"10.1021\/jm300573d","article-title":"Discovery and Pharmacological Profile of New 1H-Indazole-3-carboxamide and 2H-Pyrrolo[3,4-c]quinoline Derivatives as Selective Serotonin 4 Receptor Ligands","volume":"55","author":"Furlotti","year":"2012","journal-title":"J. Med. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"9471","DOI":"10.1039\/C4OB01580K","article-title":"One pot synthesis of pyrrolo[3,4-c]quinolinone\/pyrrolo[3,4-c]quinoline derivatives from 2-aminoarylacrylates\/2-aminochalcones and tosylmethyl isocyanide (TosMIC)","volume":"12","author":"Lu","year":"2014","journal-title":"Org. Biomol. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"3576","DOI":"10.1021\/acs.orglett.5b01676","article-title":"Expedient and Divergent Tandem One-Pot Synthesis of Benz[e]indole and Spiro[indene-1,3\u2032-pyrrole] Derivatives from Alkyne-Tethered Chalcones\/Cinnamates and TosMIC","volume":"17","author":"Zhang","year":"2015","journal-title":"Org. Lett."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"791","DOI":"10.1007\/s00706-017-2101-y","article-title":"Synthesis of fungicidally active succinate dehydrogenase inhibitors with novel difluoromethylated heterocyclic acid moieties","volume":"149","author":"Walter","year":"2018","journal-title":"Monatshefte Chem."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"3075","DOI":"10.1016\/S0040-4039(98)00362-1","article-title":"The Birch reduction of 3-substituted pyrroles","volume":"39","author":"Donohoe","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"5317","DOI":"10.1016\/j.ejmech.2011.08.032","article-title":"Synthesis and antimicrobial activity of amido linked pyrrolyl and pyrazolyl-oxazoles, thiazoles and imidazoles","volume":"46","author":"Padmavathi","year":"2011","journal-title":"Eur. J. Med. Chem."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"3498","DOI":"10.1002\/jhet.2973","article-title":"Synthesis and Antioxidant Activity of a New Class of Pyridinylcarbamoylmethyl Pyrrolyl\/Pyrazolylcarboxamides","volume":"54","author":"Gudi","year":"2017","journal-title":"J. Heterocycl. Chem."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"499","DOI":"10.1016\/S0223-5234(00)00150-1","article-title":"The pyrrole moiety as a template for COX-1\/COX-2 inhibitors","volume":"35","author":"Dannhardt","year":"2000","journal-title":"Eur. J. Med. Chem."},{"key":"ref_40","first-page":"31","article-title":"Aroylketene dithioacetal chemistry: Facile synthesis of 4-aroyl-3-methylsulfanyl-2-tosylpyrroles from aroylketene dithioacetals and TosMIC","volume":"3","author":"Rao","year":"2007","journal-title":"Beilstein J. Org. Chem."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"7828","DOI":"10.1016\/j.tet.2007.05.100","article-title":"Reaction of chromone-3-carboxaldehydes with TOSMIC: Synthesis of 4-(2-hydroxybenzoyl)pyrroles","volume":"63","author":"Terzidis","year":"2007","journal-title":"Tetrahedron"},{"key":"ref_42","first-page":"12","article-title":"S\u00edntesis de una nueva serie de pirroles v\u00eda cicloadici\u00f3n","volume":"75","author":"Hormaza","year":"2009","journal-title":"Rev. Soc. Qu\u00edm. Per\u00fa"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"819","DOI":"10.1016\/j.tetlet.2011.12.013","article-title":"Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition","volume":"53","author":"Kelly","year":"2012","journal-title":"Tetrahedron Lett."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"10836","DOI":"10.1016\/j.tet.2013.10.084","article-title":"Chemoselective synthesis of 3H-pyrrolo[2,3-c]quinolin-4(5H)-one derivatives from 3-phenacylideneoxindoles and substituted tosylmethyl isocyanide (TosMIC)","volume":"69","author":"Wang","year":"2013","journal-title":"Tetrahedron"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1735","DOI":"10.1039\/c3ob42570c","article-title":"Water promoted C\u2013C bond cleavage: Facile synthesis of 3,3-bipyrrole derivatives from dienones and tosylmethyl isocyanide (TosMIC)","volume":"12","author":"Wang","year":"2014","journal-title":"Org. Biomol. Chem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"7926","DOI":"10.1016\/j.tet.2016.10.015","article-title":"Accessing benzo[f]indole-4,9-diones via a ring expansion strategy: Silver-catalyzed tandem reaction of tosylmethyl isocyanide (TosMIC) with 2-methyleneindene-1,3-diones","volume":"72","author":"Zhang","year":"2016","journal-title":"Tetrahedron"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"943","DOI":"10.6023\/cjoc201610044","article-title":"Synthesis and Anti-tumor Activity of 4-(Methoxyl thienyl)-3-(substituted benzoyl)pyrroles","volume":"37","author":"Zhao","year":"2017","journal-title":"Chin. J. Org. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"554","DOI":"10.1111\/cbdd.12978","article-title":"Live cell imaging of bacterial cells: Pyrenoylpyrrole-based fluorescence labeling","volume":"90","author":"Divakar","year":"2017","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"14521","DOI":"10.1039\/c3ra42569j","article-title":"Lithium hydroxide mediated synthesis of 3,4-disubstituted pyrroles","volume":"3","author":"Sharma","year":"2013","journal-title":"RSC Adv."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"2315","DOI":"10.1016\/j.tetlet.2016.04.056","article-title":"A convenient synthesis of 4-alkyl-3-benzoylpyrroles from \u03b1,\u03b2-unsaturated ketones and tosylmethyl isocyanide","volume":"57","author":"Kumar","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"29493","DOI":"10.1039\/C4RA02891K","article-title":"Convenient one-pot multicomponent strategy for the synthesis of 6-pyrrolylpyrimidines","volume":"4","author":"Dhanalakshmi","year":"2014","journal-title":"RSC Adv."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"1782","DOI":"10.1002\/cjoc.200990300","article-title":"Efficient and Mild Protocol for the Synthesis of 4(3)-Substituted 3(4)-Nitro-1H-pyrroles and 3-Substituted 4-Methyl-2-tosyl-1H-pyrroles from Nitroolefins and Tosylmethyl Isocyanide in Ionic Liquids","volume":"27","author":"Qin","year":"2009","journal-title":"Chin. J. Chem."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"305","DOI":"10.2174\/157017812800233778","article-title":"A Novel Synthesis of Multisubstituted Pyrroles via Trisubstituted Olefins and TosMIC Derivatives","volume":"9","author":"Qiu","year":"2012","journal-title":"Lett. Org. Chem."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"446","DOI":"10.1016\/j.tetlet.2011.11.076","article-title":"One-pot cascade approach to 1,3\u2019-bipyrrole derivatives from trisubstituted olefins with tosylmethyl-isocyanide (TosMIC)","volume":"53","author":"Qiu","year":"2012","journal-title":"Tetrahedron Lett."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"3537","DOI":"10.1021\/ol0267073","article-title":"One-Step Synthesis of 3-Aryl- and 3,4-Diaryl-(1H)-Pyrroles Using Tosylmethyl Isocyanide (TOSMIC)","volume":"4","author":"Smith","year":"2002","journal-title":"Org. Lett."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"2706","DOI":"10.1021\/ja00243a025","article-title":"Studies on the synthesis of the antitumor agent CC-1065. Synthesis of the unprotected cyclopropapyrroloindole A portion using the 3,3\u2032-bipyrrole strategy","volume":"109","author":"Magnus","year":"1987","journal-title":"J. Am. Chem. Soc."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"7731","DOI":"10.1016\/S0040-4020(97)00469-9","article-title":"A New Approach to Porphobilinogen and its Analogs","volume":"53","author":"Ganem","year":"1997","journal-title":"Tetrahedron"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"1839","DOI":"10.1080\/00397919608003536","article-title":"Synthesis of Pyrrolo [3,4-c][1] benzazepine-4,10(2H, 5H)-dione, a Model System Useful for the Design of 11-Oxosibiromycinone Analogues","volume":"26","author":"Costi","year":"1996","journal-title":"Synth. Commun."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"214","DOI":"10.1139\/v11-150","article-title":"Synthesis of 2,3,4-trisubstituted pyrroles via a facile reaction of vinyl azides and tosylmethyl isocyanide","volume":"90","author":"Chen","year":"2012","journal-title":"Can. J. Chem."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Zhang, X.M., Xu, X.X., and Zhang, D.W. (2017). [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted (isoxazol-5-yl)pyrroles. Molecules, 22.","DOI":"10.3390\/molecules22071131"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"2857","DOI":"10.1248\/cpb.27.2857","article-title":"Reaction of Tosylmethyl Isocyanide with Methyl 3-Substituted Propiolates as Acetylenic Michael Acceptors","volume":"27","author":"Saikachi","year":"1979","journal-title":"Chem. Pharm. Bull."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"923","DOI":"10.1002\/hlca.200690095","article-title":"One-Step Synthesis of Dialkyl 2-[(4-Methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates by Reaction of Acetylenedicarboxylates with \u2018Tosylmethyl Isocyanide\u2019 (TsMIC) and Triphenylphosphine","volume":"89","author":"Alizadeh","year":"2006","journal-title":"Helv. Chim. Acta"},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"314","DOI":"10.1016\/j.cclet.2010.10.032","article-title":"1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates: An efficient synthesis of functionalized pyrroles","volume":"22","author":"Adib","year":"2011","journal-title":"Chin. Chem. Lett."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/10\/2666\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T15:26:09Z","timestamp":1760196369000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/10\/2666"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,10,17]]},"references-count":63,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2018,10]]}},"alternative-id":["molecules23102666"],"URL":"https:\/\/doi.org\/10.3390\/molecules23102666","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,10,17]]}}}