Metal-Free Thiolation and Hydroxylation of CF3-Substituted Alkenes: A Practical Method to Synthesize Trifluoromethyl Tertiary Alcohols

Jiapan Niu; Bowen Liu; Chun Zhang

doi:10.1055/s-0040-1719919

Synthesis, Inhaltsverzeichnis

Synthesis 2022; 54(18): 3977-3988
DOI: 10.1055/s-0040-1719919

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Metal-Free Thiolation and Hydroxylation of CF₃-Substituted Alkenes: A Practical Method to Synthesize Trifluoromethyl Tertiary Alcohols

Jiapan Niu

^aInstitute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Science, School of Pharmaceutical Science and Technology, Tianjin University, Weijin Rd. 92, Tianjin 300072, P. R. of China

,

Bowen Liu

^aInstitute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Science, School of Pharmaceutical Science and Technology, Tianjin University, Weijin Rd. 92, Tianjin 300072, P. R. of China

,

Chun Zhang∗

^aInstitute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Science, School of Pharmaceutical Science and Technology, Tianjin University, Weijin Rd. 92, Tianjin 300072, P. R. of China

^bHaihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, P. R. of China

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Abstract

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Abstract

A novel and practical method to synthesize trifluoromethyl tertiary alcohols has been developed. Under mild reaction conditions, the present reaction could be compatible with a wide range of functional groups. Moreover, the performance of gram-scale reaction and further transformations illustrated the good potential utility of the present chemistry. Furthermore, the radical process of this reaction has been proved by mechanistic studies.

Key words

alcohols - fluorine - green chemistry - radical reaction - regioselectivity

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