Ni(0)-Catalyzed α-Allylic Alkylation of Regular Ketones with 1,3-Dienes under pH and Redox-neutral Conditions

Tiantian Chen; Yang Yang; Liyu Xie; Haijian Yang; Guangbin Dong; Dong Xing

doi:10.26434/chemrxiv.7072646.v1

Organic Chemistry

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Ni(0)-Catalyzed α-Allylic Alkylation of Regular Ketones with 1,3-Dienes under pH and Redox-neutral Conditions

11 September 2018, Version 1

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Abstract

We report a Ni(0)-catalyzed cross coupling reaction between simple ketones and 1,3-dienes. A variety of a-allylic alkylation products were formed in an 1,2-addition manner with excellent regioselectivity. Water was found to significantly accelerate this transformation. A HO-Ni-H species generated from oxidative addition of Ni(0) to H₂O is proposed to play a “dual role” in activating both the ketone and the diene substrate.

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