Oxidative Cleavage and Fluoromethylthiolation of CC Bonds: A General Route toward Mono-, Di-, and Trifluoromethylthioesters from Alkenes

作者：Kou, Li-Gang; Guo, Shi-Huan; Gao, Ya-Ru; Yue, Tianli^*; Wang, Yong-Qiang^*

来源：Organic Letters, 2023, 25(32): 5984-5988.

DOI：10.1021/acs.orglett.3c02101

• SUBSTITUENT CONSTANTS
• CARBOXYLIC-ACIDS
• DIFLUOROMETHYLTHIOLATION
• CATALYSIS
• CARBONYL
• EFFICACY
• OLEFINS
• ALKYNES
• ESTERS

A novel oxidative cleavage and fluoromethylthiolationreactionof C C bonds has been developed that represents the first andgeneral method for the preparation of mono-, di-, and trifluoromethylthioestersfrom alkenes. The protocol features excellent product selectivityand substrate suitability. Various observations suggested that theprotocol proceeded via a two-step radical process and that aldehydewas the key intermediate. What's more meaningful is that thisroute provides a new direction for converting alkenes into higher-value-addedcarbonyl-containing chemicals.

• 单位
  西北大学