中国化学快报(英文版)2024,Vol.35Issue(8) :254-259.DOI:10.1016/j.cclet.2023.109361

Transition-metal-catalyzed remote meta-C-H alkylation and alkynylation of aryl sulfonic acids enabled by an indolyl template

Pengfei Zhang Qingxue Ma Zhiwei Jiang Xiaohua Xu Zhong Jin
中国化学快报(英文版)2024,Vol.35Issue(8) :254-259.DOI:10.1016/j.cclet.2023.109361

Transition-metal-catalyzed remote meta-C-H alkylation and alkynylation of aryl sulfonic acids enabled by an indolyl template

Pengfei Zhang 1Qingxue Ma 1Zhiwei Jiang 1Xiaohua Xu 1Zhong Jin2
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作者信息

  • 1. College of Chemistry,State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China
  • 2. College of Chemistry,State Key Laboratory of Elemento-organic Chemistry,Nankai University,Tianjin 300071,China;Key Laboratory of Xinjiang Native Medicinal and Edible Plant Resource Chemistry,College of Chemistry and Environmental Sciences,Kashi University,Kashgar 844007,China
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Abstract

Transition-metal-catalyzed remote sp2C-H functionalization of aryl sulfonic acids was hardly ever real-ized owing to competitive ortho-C-H functionalization of aryl sulfonates and electron-deficient nature of phenyl ring.Herein,with the assistance of a practical biaryl indolyl directing template,palladium-catalyzed remote sp2C-H alkylation of aryl sulfonic acids have been achieved in moderate to good yields with exclusive meta selectivity.Moreover,remote meta-selective C-H alkynylation of aryl sulfonic acids was also accomplished with a rhodium catalyst.These meta-C-H functionalized products proved to be the superior synthetic precursors,which are difficult to access using the conventional strategy.

Key words

C-H functionalization/Aryl sulfonic acid/Site-selectivity/Transition-metal catalysis/Alkylation/Alkynylation

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出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

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影响因子:0.771
ISSN:1001-8417
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