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

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

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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.

C-H functionalizationAryl sulfonic acidSite-selectivityTransition-metal catalysisAlkylationAlkynylation

Pengfei Zhang、Qingxue Ma、Zhiwei Jiang、Xiaohua Xu、Zhong Jin

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College of Chemistry,State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China

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

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(8)