Synthesis of Secondary Trifluoromethylated Alkyl Bromides Using 2-Bromo-3,3,3-trifluoropropene as a Radical Acceptor.

Peng Guo, Maoling Tao, Wen-Wen Xu, An-Jun Wang, Weipiao Li, Qiuli Yao, Jie Tong, Chun-Yang He

Organic letters 2022 Mar 25

filter terms:

Herein, the first example using commercially available 2-bromo-3,3,3-trifluoropropene (BTP) as a radical acceptor has been reported. Taking advantage of this strategy, a wide range of secondary trifluoromethylated alkyl bromides were synthesized in good to excellent yields with broad functional group tolerance by using redox-active esters as a radical precursor. The practicality of this protocol was further demonstrated by diverse derivations and direct modification of biologically active molecules.

Citation

Peng Guo, Maoling Tao, Wen-Wen Xu, An-Jun Wang, Weipiao Li, Qiuli Yao, Jie Tong, Chun-Yang He. Synthesis of Secondary Trifluoromethylated Alkyl Bromides Using 2-Bromo-3,3,3-trifluoropropene as a Radical Acceptor. Organic letters. 2022 Mar 25;24(11):2143-2148