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Updated: Dec 21, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Direct access to pentenedinitriles via Ni-catalyzed dihydrocyanation of 1,3-enynes
Feilong Sun1, Jihui Gao1, Xianjie Fang1
1Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China. fangxj@sjtu.edu.cn.
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.
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