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N ‐Trialkylsilylimines as Coupling Partners for Pd‐Catalyzed CN Bond‐Forming Reactions: One‐Step Synthesis of Imines and Azadienes from Aryl and Alkenyl Bromides
Author(s) -
Barluenga José,
Aznar Fernando,
Valdés Carlos
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.200352808
Subject(s) - aryl , moiety , catalysis , chemistry , palladium , coupling reaction , combinatorial chemistry , coupling (piping) , medicinal chemistry , stereochemistry , organic chemistry , materials science , alkyl , metallurgy
A good substitute : Imines, 1‐azadienes, 2‐azadienes, and even 2‐azatrienes are prepared in one step from aryl and alkenyl bromides by palladium‐catalyzed cross‐coupling with N ‐trimethylsilylimines. The reaction introduces N ‐trimethylsilylimines as a synthetic equivalent for the R‐CHN moiety in CN bond‐forming reactions.