Intermolecular N‐Heterocyclic Carbene Catalyzed Hydroacylation of Arynes | Zendy

Biju Akkattu T. | Zendy; Glorius Frank | Zendy

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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.

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