Synlett 2013; 24(2): 236-240
DOI: 10.1055/s-0032-1317965
letter
© Georg Thieme Verlag Stuttgart · New York

A Simple and Efficient Method for One-Pot, Three-Component Synthesis of Terminal Vinylphosphonates Using a Task-Specific Ionic Liquid

Sara Sobhani*
Department of Chemistry, College of Sciences, University of Birjand, Birjand 414, Iran   Fax: +98(561)2502065   Email: sobhanisara@yahoo.com   Email: ssobhani@birjand.ac.ir
,
Moones Honarmand
Department of Chemistry, College of Sciences, University of Birjand, Birjand 414, Iran   Fax: +98(561)2502065   Email: sobhanisara@yahoo.com   Email: ssobhani@birjand.ac.ir
› Author Affiliations
Further Information

Publication History

Received: 13 November 2012

Accepted after revision: 11 December 2012

Publication Date:
03 January 2013 (online)


Abstract

A convenient and practical method for the one-pot, three-component synthesis of terminal vinylphosphonates from readily available starting materials (aryl/alkyl/heteroaryl aldehydes, nitromethane and trialkylphosphites) through a tandem Henry–­Michael reaction followed by nitro elimination in the presence of 5-hydroxypentylammonium acetate (5-HPAA) as a task-specific ionic liquid, is described. This method offers several advantages such as the use of a reusable and inexpensive ionic liquid, which is an environmentally benign reaction medium, and a simple reaction setup that does not require specialized equipment. The approach offers good yields of the products under mild reaction conditions.

Supporting Information