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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 2
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Original Articles

Three-Component Reaction of Triphenylphosphine, Dialkyl Acetylenedicarboxylates, and Heterocyclic Rings and the Related Iminophosphoranes

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Pages 204-212 | Received 29 Jul 2010, Published online: 14 Sep 2011
 

Abstract

Crystalline phosphorus ylides are obtained in excellent yields from the 1:1:1 addition reaction of triphenylphosphine, dialkyl acetylenedicarboxylate, and NH acids, such as 2-aminothiazole and 2-aminobenzothiazole. These stabilized phosphoranes undergo a smooth intramolecular reaction in boiling toluene to produce aryliminophosphoranes in excellent yields.

GRAPHICAL ABSTRACT

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