Synthesis of 1-(Trifluoromethyl)alkenes through Transition-Metal-Catalyzed Alkylation and Arylation of 1-Chloro-3,3,3-trifluoroprop-1-ene (HCFO-1233zd)
Wei Zhou, Qing-Wei Zhao, Yun-Cheng Luo, Xingang Zhang*
*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, P. R. of China,
Email: xgzhang
mail.sioc.ac.cn
W. Zhou, Q.-W. Zhao, Y.-C. Luo, X. Zhang, Synthesis, 2023, 55, 1844-1854.
DOI: 10.1055/a-2042-3720
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Abstract
A nickel-catalyzed alkylation/arylation of 1-chloro-3,3,3-trifluoroprop-1-ene (HCFO-1233zd) with alkyl/aryl zinc reagents and a cobalt-catalyzed reductive cross-coupling between HCFO-1233zd and aryl bromides provide 1-(trifluoromethyl)alkenes. These approaches feature broad substrate scope, high functional group tolerance, and the use of industrial feedstocks and low-cost Ni or Co catalysts.
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Key Words
HCFO-1233zd, nickel catalysis, cobalt catalysis, cross-coupling, 1-(trifluoromethyl)alkenes
ID: J66-Y2023
