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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Bis(iminophosphoranes) as Useful Building Blocks for the Preparation of Complex Polyaza Ring Systems

Author(s): Antonio Arques and Pedro Molina

Volume 8, Issue 9, 2004

Page: [827 - 843] Pages: 17

DOI: 10.2174/1385272043370546

Price: $65

Abstract

Several methodologies based on the aza Wittig-type reaction of bis(iminophosphoranes) have been used for the preparation of a wide variety of nitrogen-containing heterocyclic ring systems. The resulting aza Wittig products, functionalized heterocumulenes, undergo cyclization either by electrocyclic ring-closure, intramolecular amination, [2+2] cycloaddition or intramolecular Diels-Alder cycloaddition. The synthetic utility of bis(iminophosphoranes) when the two iminophosphoranes groups show different reactivity (N-iminophosphorane > C-vinyliminophosphorane > C-aryliminophosphorane) toward the same functionality is also reported.

Keywords: wittig-type reaction, bis(iminophosphoranes), diels-alder cycloaddition., iminophosphoranes

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