Rhodium-Catalyzed C(sp3)–H Arylation of 8-Methylquinolines with Arylsilanes

Lin Li; Haidong Liu; Yupeng Qian; Guohong Shen; Yun Shi; Jiajie Du; Haiqing Luo

doi:10.1002/cjoc.202400429

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (21) : 2627 -2632. DOI: 10.1002/cjoc.202400429

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Rhodium-Catalyzed C(sp³)–H Arylation of 8-Methylquinolines with Arylsilanes

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Abstract

We herein describe a Cp*Rh ^III-catalyzed C(sp ³)–H mono-arylation of 8-methylquinolines with benign arylsilanes. The use of 1-adamantane carboxylic acid can benefit the efficiency in this transformation, and AgF was both activator and reoxidant. Control experiments indicated inability of C—H cleavage in determining the rate of the reaction.

Keywords

C(sp ³)–H arylation / C–H activation / Arylsilanes / Cross-coupling / Nitrogen heterocycles

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Lin Li, Haidong Liu, Yupeng Qian, Guohong Shen, Yun Shi, Jiajie Du, Haiqing Luo. Rhodium-Catalyzed C(sp³)–H Arylation of 8-Methylquinolines with Arylsilanes. Chinese Journal of Chemistry, 2024, 42(21): 2627-2632 DOI:10.1002/cjoc.202400429