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Molecules 2013, 18(2), 1540-1548; doi:10.3390/molecules18021540

Original TDAE Strategy Using Propargylic Chloride: Rapid Access to 1,4-Diarylbut-3-ynol Derivatives

Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Institut de Chimie Radicalaire ICR, UMR 7273, Aix-Marseille Univ, CNRS, 27 Boulevard Jean Moulin, 13385 Marseille Cedex 05, France
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Author to whom correspondence should be addressed.
Received: 12 November 2012 / Revised: 16 January 2013 / Accepted: 22 January 2013 / Published: 25 January 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

We report herein the first synthesis of propargylic alcohols using an organic reducing agent. Diarylbutynol derivatives are formed in moderate to good yields under mild conditions from the reaction of 1-(3-chloroprop-1-ynyl)-4-nitrobenzene with various aromatic aldehydes using tetrakis(dimethylamino)ethylene (TDAE) as reductant.
Keywords: TDAE; propargylic alcohol; organic reducing agent; aromatic aldehyde TDAE; propargylic alcohol; organic reducing agent; aromatic aldehyde
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Roche, M.; Terme, T.; Vanelle, P. Original TDAE Strategy Using Propargylic Chloride: Rapid Access to 1,4-Diarylbut-3-ynol Derivatives. Molecules 2013, 18, 1540-1548.

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