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N ‐Acylhydrazones as Versatile Electrophiles for the Synthesis of Nitrogen‐Containing Compounds
Author(s) -
Sugiura Masaharu,
Kobayashi Shū
Publication year - 2005
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.200500691
Subject(s) - electrophile , nucleophile , hydrazide , chemistry , imine , hydrazone , combinatorial chemistry , catalysis , organic chemistry
The use of N‐acylhydrazones as electrophiles in reactions with nucleophiles has recently made some important advances. N‐Acylhydrazones, which can be readily prepared and stored, act as stable imine surrogates in these reactions. The hydrazide products are useful, often chiral building blocks which can be transformed into various nitrogen‐containing compounds by cleavage of the NN bond. The N‐acyl groups often play important roles as templates for metal catalysis in controlling stereochemistry. This Minireview summarizes the most recent results of N‐acylhydrazone chemistry, and provides an overview of current developments in this field.