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Radical‐Mediated γ‐Functionalizations of α,β‐Unsaturated Carboxylic Amides
Author(s) -
Kim Sunggak,
Lim Chae Jo
Publication year - 2004
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.200460820
Subject(s) - chemistry , surface modification , alkyl , organic chemistry , tin , medicinal chemistry , combinatorial chemistry
Highly successful tin‐free, radical‐mediated alkylations of α,β‐unsaturated carboxylic amides have been carried out. Alkyl iodides and bromides bearing α‐electron‐withdrawing groups undergo selective γ‐additions to diene O , N ‐acetals (see scheme). This approach to γ‐functionalization was further extended to the use of hetero groups, such as phenylsulfanyl and phenylsulfonyl species.