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Conjugated Azomethine Ylides
Author(s) -
Pinho e Melo Teresa M. V. D.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500892
Subject(s) - chemistry , azomethine ylide , reactivity (psychology) , conjugated system , cycloaddition , moiety , 1,3 dipolar cycloaddition , ylide , combinatorial chemistry , diene , nitrogen , organic chemistry , catalysis , polymer , medicine , alternative medicine , natural rubber , pathology
The 1,3‐dipolar cycloaddition of azomethine ylides is an efficient and versatile tool for the construction of five‐membered nitrogen‐heterocycles. When the azomethine ylide is conjugated with a double bond or a 1,3‐diene moiety, other reactivity pathways are also available, namely 1,5‐electrocyclization or 1,7‐electrocyclization. The present review is focused on the generation and reactivity of this type of dipoles, which offer general strategies for the formation of five‐ and seven‐membered nitrogen‐heterocyclic compounds. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)