Issue 8, 2019

A hydrate salt-promoted reductive coupling reaction of nitrodienes with unactivated alkenes

Abstract

Transition metal-catalyzed reductive coupling has emerged as a powerful method for the construction of C–C bonds. Herein, a crystalline hydrate, Na2HPO4·7H2O, has been disclosed as an effective promoter for the reductive coupling of nitrodienes with unactivated alkenes to afford diverse dienes with various functionalities in an open-flask manner. The mechanism study has revealed that Na2HPO4·7H2O accelerates the in situ generation of active silane PhSi(OEt)H2 and prevents the deactivation of catalyst. The approach can increase the efficiency of previous reductive coupling reactions as well.

Graphical abstract: A hydrate salt-promoted reductive coupling reaction of nitrodienes with unactivated alkenes

Supplementary files

Article information

Article type
Paper
Submitted
18 Jan 2019
Accepted
30 Jan 2019
First published
31 Jan 2019

Org. Biomol. Chem., 2019,17, 2258-2264

A hydrate salt-promoted reductive coupling reaction of nitrodienes with unactivated alkenes

M. Zhang, L. Yang, C. Tian, M. Zhou, G. An and G. Li, Org. Biomol. Chem., 2019, 17, 2258 DOI: 10.1039/C9OB00136K

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