Bi Ming-Hang, Cheng Ying, Xiao Wen-Jing, Chen Jia-Rong
CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei430079, China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou730000, China.
Org Lett. 2022 Oct 21;24(41):7589-7594. doi: 10.1021/acs.orglett.2c03020. Epub 2022 Oct 8.
A selective three-component 1,4-difluoroalkylesterification of 1-aryl-1,3-dienes enabled by dual photoredox and copper catalysis is described. This protocol uses commercially available CF-reagents as radical precursors and carboxylic acids as oxygen-based nucleophiles, providing access to difluoroalkylated allylic esters. This protocol could be extended to intramolecular two-component 1,4-difluoroalkylesterification to access 3-substituted benzobutyrolactones. Preliminary mechanistic studies support a radical process.
本文描述了一种通过双光氧化还原和铜催化实现的1-芳基-1,3-二烯的选择性三组分1,4-二氟烷基酯化反应。该方法使用市售的CF试剂作为自由基前体，羧酸作为氧亲核试剂，可用于制备二氟烷基化烯丙基酯。该方法可扩展到分子内双组分1,4-二氟烷基酯化反应，以制备3-取代苯并丁内酯。初步机理研究支持自由基过程。
