Issue 13, 2023
From the journal:

Chemical Communications

Diversified access to di- and trisubstituted allenes via nickel-catalysed reactions of 1,3-enynes with alkyl N-hydroxyphthalimide esters†‡

Hong Liu,a   Wan Lei,a   Yan Li*a  and  Yewen Fang ORCID logo *bc  

* Corresponding authors

a Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials and Ministry-of-Education Key Laboratory for Synthesis and Application of Organic Functional Molecules, Hubei University, No. 368 YouyiDadao, Wuhan 430062, China
E-mail: liyanok@hubu.edu.cn

b School of Materials and Chemical Engineering, Ningbo University of Technology, No. 201 Fenghua Road, Ningbo 315211, China
E-mail: fang@nbut.edu.cn

c Zhejiang Institute of Tianjin University, No. 201 Fenghua Road, Ningbo 315211, China

Abstract

Herein, a new nickel-catalysed protocol for the preparation of di- and trisubstituted allenes has been successfully developed via the reactions of 1,3-enynes with alkyl N-hydroxyphthalimide esters. The new method based on a reductive radical-polar crossover (RPC) process features broad substrate scope, wide functional group tolerance, and a simple catalyst system. The late-stage allenylation of drugs has also been illustrated.

Graphical abstract: Diversified access to di- and trisubstituted allenes via nickel-catalysed reactions of 1,3-enynes with alkyl N-hydroxyphthalimide esters

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Article information

DOI
https://doi.org/10.1039/D2CC06544D
Article type
Communication
Submitted
01 Dec 2022
Accepted
18 Jan 2023
First published
18 Jan 2023

Chem. Commun., 2023,59, 1825-1828

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Diversified access to di- and trisubstituted allenes via nickel-catalysed reactions of 1,3-enynes with alkyl N-hydroxyphthalimide esters

H. Liu, W. Lei, Y. Li and Y. Fang, Chem. Commun., 2023, 59, 1825 DOI: 10.1039/D2CC06544D

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