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二取代和三取代丙二烯的多样化合成方法——1,3-烯炔与烷基羟基邻苯二甲酰亚胺酯的镍催化反应

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

作者信息

Liu Hong, Lei Wan, Li Yan, Fang Yewen

机构信息

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.

School of Materials and Chemical Engineering, Ningbo University of Technology, No. 201 Fenghua Road, Ningbo 315211, China.

出版信息

Chem Commun (Camb). 2023 Feb 9;59(13):1825-1828. doi: 10.1039/d2cc06544d.

Abstract

Herein, a new nickel-catalysed protocol for the preparation of di- and trisubstituted allenes has been successfully developed the reactions of 1,3-enynes with alkyl -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.

摘要

在此,一种用于制备二取代和三取代丙二烯的新型镍催化方法已成功开发出来,即1,3-烯炔与烷基羟基邻苯二甲酰亚胺酯的反应。这种基于还原自由基-极性交叉(RPC)过程的新方法具有底物范围广、官能团耐受性好以及催化剂体系简单的特点。还展示了药物的后期烯丙基化反应。

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