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Rhodium/Copper‐Catalyzed Annulation of Benzimides with Internal Alkynes: Indenone Synthesis through Sequential CH and CN Cleavage
Author(s) -
Li BiJie,
Wang HaoYuan,
Zhu QiLei,
Shi ZhangJie
Publication year - 2012
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.201200271
Subject(s) - annulation , moiety , rhodium , chemistry , nucleophile , catalysis , cleavage (geology) , copper , nucleophilic addition , bond cleavage , alkyne , transition metal , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , materials science , fracture (geology) , composite material
Doubled up : A rhodium(III)/copper(II) system co‐catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp*=C 5 Me 5 ). The reaction involves an uncommon nucleophilic addition of a transition‐metal–carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes.
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