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Vinyldiazo Reagents and Metal Catalysts: A Versatile Toolkit for Heterocycle and Carbocycle Construction
Author(s) -
Cheng QingQing,
Yu Yang,
Yedoyan Julietta,
Doyle Michael P.
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201701346
Subject(s) - reagent , catalysis , cycloaddition , combinatorial chemistry , chemistry , diazo , metal , organic chemistry
Over the past decade, vinyldiazo compounds have provided mild, efficient, and highly selective methods for the construction of heterocycles and carbocycles. Dinitrogen extrusion with suitable catalysts provides the carbon framework for [3+ n ] cycloaddition with a large variety of dipolarophiles. This minireview, covering the latest achievements in the field of metal‐catalyzed cyclization reactions with vinyldiazo reagents, focuses on reagent‐ or catalyst‐dependent chemodivergence: different vinyldiazo reagents or metal catalysts direct reactions to different cyclization pathways that give different reaction outcomes. Accordingly, metal‐catalyzed cyclization reactions of vinyldiazo compounds with nitrosoarenes, nitrones, indoles, and other diazo compounds are chosen to showcase the controllable versatility of the combination of vinyldiazo reagents and metal catalysts.