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通过迭代砜介导的芳基化反应合成多取代环状 1,2-二酮。

Synthesis of polysubstituted cyclic 1,2-diketones enabled by iterative sulfoxide-mediated arylation.

机构信息

Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing, 210037, P. R. China.

College of Chemical Engineering, Zhejiang University of Technology, 18 Chaowang Rd, Hangzhou, Zhejiang 310014, P. R. China.

出版信息

Chem Commun (Camb). 2019 Oct 15;55(83):12495-12498. doi: 10.1039/c9cc06505a.

Abstract

A metal-free α-C-H functionalization of cyclic 1,2-diketones with aryl sulfoxides has been developed. This regioselective arylation involves nucleophilic substitution at the activated sulfoxide with a diosphenol, followed by [3,3]-sigmatropic rearrangement. This protocol can also be applied to the synthesis of polysubstituted cyclic 1,2-diketones with predictable structures by iterative arylations.

摘要

发展了一种无金属的环状 1,2-二酮与芳基砜的α-C-H 官能化方法。这种区域选择性芳基化涉及二苯并酚在活化的砜上的亲核取代,随后是[3,3]-σ重排。该方法还可以通过迭代芳基化来预测结构,合成多取代的环状 1,2-二酮。

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