Issue 80, 2013

Facile synthesis of dibranched conjugated dienes viapalladium-catalyzed oxidative coupling of N-tosylhydrazones

Abstract

A facile and highly regioselective Pd-catalyzed oxidative coupling of N-tosylhydrazones providing efficient access to 2,3-disubstituted-1,3-butadienes has been developed. This process features readily available starting materials and mild reaction conditions. Further transformations of the obtained dibranched 1,3-dienes, through Diels–Alder reactions and indene synthesis, are also demonstrated, which reveal their great potential for synthetic utility.

Graphical abstract: Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

Supplementary files

Article information

Article type
Communication
Submitted
14 May 2013
Accepted
06 Aug 2013
First published
07 Aug 2013

Chem. Commun., 2013,49, 9218-9220

Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

H. Jiang, L. He, X. Li, H. Chen, W. Wu and W. Fu, Chem. Commun., 2013, 49, 9218 DOI: 10.1039/C3CC43593H

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