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Direct access to pentenedinitriles via Ni-catalyzed dihydrocyanation of 1,3-enynes

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Abstract

A highly regio- and stereoselective dihydrocyanation of 1,3-enynes was implemented by nickel/diphosphine catalysts. This reaction represents the first example of Ni-catalyzed dihydrocyanation of 1,3-enynes using TMSCN and MeOH as HCN surrogates. In this transformation, the main key feature is a multistep combination by using a single catalyst system. We observed a critical influence of the HCN source on the dihydrocyanation reaction. Moreover, the double hydrocyanation products were conveniently converted to poly-substituted pyridines.

Graphical abstract: Direct access to pentenedinitriles via Ni-catalyzed dihydrocyanation of 1,3-enynes

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Article information


Submitted
23 Apr 2020
Accepted
12 May 2020
First published
13 May 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Direct access to pentenedinitriles via Ni-catalyzed dihydrocyanation of 1,3-enynes

F. Sun, J. Gao and X. Fang, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02938F

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