A new route to the synthesis of (E)- and (Z)-2-alkene-4-ynoates and nitriles from vic-diiodo-(E)-alkenes catalyzed by Pd(0) nanoparticles in water

Ranu, Brindaban C. ; Chattopadhyay, Kalicharan (2007) A new route to the synthesis of (E)- and (Z)-2-alkene-4-ynoates and nitriles from vic-diiodo-(E)-alkenes catalyzed by Pd(0) nanoparticles in water Organic Letters, 9 (12). pp. 2409-2412. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol0708121

Related URL: http://dx.doi.org/10.1021/ol0708121

Abstract

An efficient procedure for the stereoselective synthesis of (E)- and (Z)-2-alkene-4-ynoates and -nitriles by a simple reaction of vic-diiodo-(E)-alkenes with acrylic esters and nitriles catalyzed by in situ prepared Pd(0) nanoparticles in water has been developed. Addition of acrylic esters leads to (E)-isomers exclusively, whereas (Z)-isomers are obtained in high stereoselectivity from reactions of acrylonitrile. The aqueous slurry of Pd nanoparticles is recycled. A probable mechanism has been suggested.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:41433
Deposited On:30 May 2011 05:31
Last Modified:30 May 2011 05:31

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