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Synthesis 2023; 55(17): 2674-2682
DOI: 10.1055/a-2093-3233
paper

Acylation of Electron-Poor Alkenyl Sulfoxides: Diverse Transformations for the Synthesis of Polysubstituted Phenols and Functionalized Carbocycles

Xiaoyu Li
a   College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, 341014, P. R. of China
b   College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, 314001, P. R. of China
,
Qianyun Zhang
b   College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, 314001, P. R. of China
,
Yuanyuan Xie∗
a   College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, 341014, P. R. of China
c   Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Hangzhou, 310014, P. R. of China
,
Hongwei Zhou  ∗
b   College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, 314001, P. R. of China
› Author AffiliationsWe gratefully acknowledge financial support from the National Natural Science Foundation of China (No. 22071082) and the Research and Application Service Platform Project of API Manufacturing Environmental Protection and Safety Technology in China (2020-0107-3-1).
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Abstract

A protocol with available starting materials and mild conditions was developed for the synthesis of polysubstituted phenols and functionalized carbocycles via acylation of electron-poor alkenyl sulfoxides. The plausible mechanism was investigated.

Key words

alkenyl sulfoxides - sulfonium ions - functionalized carbocycles - polysubstituted phenols - aromatization

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2093-3233.
  • Supporting Information


Publication History

Received: 23 February 2023

Accepted after revision: 15 May 2023

Accepted Manuscript online:
15 May 2023

Article published online:
12 June 2023

© 2023. Thieme. All rights reserved

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