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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
a   Institute 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
a   Institute 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∗
a   Institute 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
b   Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, P. R. of China
› Author AffiliationsFinancial support was provided by National Natural Science Foundation of China (No. 21801181).
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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

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719919.
  • Supporting Information


Publication History

Received: 17 February 2022

Accepted after revision: 16 March 2022

Article published online:
28 April 2022

© 2022. Thieme. All rights reserved

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