Sulfinylation of Tertiary Alkyl Halides via a Halogenophilic Substitution (S2X) Reaction.
作者信息
Liang Kai-Cheng, Ling Tian-Peng, Qin Hai-Tao, Liu Feng
机构信息
Jiangsu Key Laboratory of Neuropsychiatric Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China.
Jiangsu Province Engineering Research Center of Precision Diagnostics and Therapeutics Development, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China.
出版信息
J Org Chem. 2025 Apr 25;90(16):5393-5397. doi: 10.1021/acs.joc.4c03021. Epub 2025 Apr 10.
The halogenophilic S2X reaction involving a nucleophilic attack on the X group from the front is less sensitive to backside steric hindrance. Herein, we report a mild and efficient S2X reaction for sulfinylation of activated tertiary alkyl halides, which could provide a novel method for accessing sulfoxides decorated with a congested carbon center. Preliminary mechanistic studies indicated that the generated sulfinyl bromides would be the key electrophilic intermediates in the reaction.
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