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Current Organic Chemistry

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ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

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Mini-Review Article

Application of Aromatic Substituted 2,2,2-Trifluoro Diazoethanes in Organic Reactions

Author(s): Cai Zhang*

Volume 26, Issue 7, 2022

Published on: 30 June, 2022

Page: [639 - 650] Pages: 12

DOI: 10.2174/1385272826666220516113815

Price: $65

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Abstract

This review provides an overview of metal-, nonmetal-, light-, or catalyst freepromoting reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with organic molecules for the synthesis of trifluoromethyl-substituted compounds. Several approaches will be reviewed and divided into (i) copper-, iron-, Trop(BF4)-, B(C6F5)3-, light-, or rhodiumpromoted reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with silanes, amines, mercaptans, phosphonates, p-cyanophenol, benzoic acid, diphenylphosphinic acid, boranes and nBu3SnH, (ii) rhodium-catalyzed reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with amides and phenylhydroxylamine, (iii) copper-, rhodium-, silver-, and lightcatalyzed reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with alkynes, (iv) palladium-, copper-, rhodium- and iron-catalyzed reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with alkenes, (v) BF3·OEt2-, copper-, tin- or TBAB-catalyzed reactions of aromatic substituted 2,2,2- trifluoro diazoethanes with HF·Py, (difluoroiodo)toluene (p-TolIF2), TMSCF3, AgSCF3, TMSCF2Br or 1,3- dicarbonyl compounds, (vi) palladium-, copper-, gold/silver- or rhodium-catalyzed reactions of aromatic substituted 2,2,2-trifluoro diazoethanes with indoles, benzene compounds or pyridines, and (vii) palladium-catalyzed reaction of aromatic substituted 2,2,2-trifluoro diazoethanes with benzyl or allyl bromides.

Keywords: 2, 2, 2-trifluoro diazoethane, insertion reaction, silanes, alkynes, alkenes, benzyl bromides.

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