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Intermolecular N‐Heterocyclic Carbene Catalyzed Hydroacylation of Arynes
Author(s) -
Biju Akkattu T.,
Glorius Frank
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201005490
Subject(s) - aryne , hydroacylation , carbene , electrophile , nucleophile , chemistry , aryl , catalysis , intermolecular force , combinatorial chemistry , organic chemistry , medicinal chemistry , molecule , aldehyde , alkyl
A formal introduction : The conceptually new N‐heterocyclic carbene catalyzed formal insertion of arynes into the C formyl H bond of aldehydes demonstrates the compatibility of nucleophilic NHCs with electrophilic arynes. This NHC‐catalyzed hydroacylation of arynes allows the conversion of aliphatic, α,β‐unsaturated, and aromatic aldehydes into aryl ketones; 27 examples and a preliminary mechanistic investigation are provided.