Yamamoto Yoshihiko, Suzuki Harufumi, Kuroyanagi Eisuke, Yamada Keiji, Yasui Takeshi
Department of Basic Medicinal Sciences, Graduate School of Pharmaceutical Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan.
Org Biomol Chem. 2022 Apr 6;20(14):2867-2872. doi: 10.1039/d2ob00437b.
The atom transfer radical addition (ATRA) of bromodifluoroacetamides to arylalkynes and terminal alkenes was conducted using von Wangelin's Co catalyst system (CoBr/1,2-bis(diphenylphosphino)benzene/Zn) in acetone/HO at 30 °C to afford the corresponding functionalized difluoroacetamides in 33-89% yields. Moreover, the Co catalyst was successfully applied to the tandem addition/cyclization of 1,6-diene and -enyne substrates and intramolecular ATRA of -allyl and -propargyl bromodifluoroacetamides, significantly expanding the scope of radical difluoroalkylation.
在30℃下,使用冯·万格林的钴催化剂体系(CoBr/1,2-双(二苯基膦基)苯/Zn),在丙酮/水体系中,将溴二氟乙酰胺与芳基炔烃和末端烯烃进行原子转移自由基加成(ATRA)反应,以33% - 89%的产率得到相应的官能化二氟乙酰胺。此外,该钴催化剂成功应用于1,6-二烯和烯炔底物的串联加成/环化反应以及烯丙基和炔丙基溴二氟乙酰胺的分子内ATRA反应,显著扩展了自由基二氟烷基化的范围。