Li Wei, Wang Cheng, Xiao Mengdie, Cheng Li-Jie
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, People's Republic of China.
Org Lett. 2024 Jan 19;26(2):525-529. doi: 10.1021/acs.orglett.3c03995. Epub 2024 Jan 5.
A copper-catalyzed protoarylation of -difluoroallenes with aryl boronic esters has been developed, enabling highly regioselective synthesis of -difluoroalkenes in high yields. The mild reaction conditions allow for a variety of functional groups to be tolerated, and the reaction can be extended to protoalkenylation of -difluoroallenes. The synthetic utility of this method has been demonstrated in gram-scale operation as well as synthesis of chiral -difluoroalkenes bearing γ-carbon stereogenic centers in moderate enantioselectivity using a chiral bidentate phosphine ligand with a copper catalyst.
已开发出一种铜催化的偕二氟丙二烯与芳基硼酸酯的原芳基化反应，可高产率地实现偕二氟烯烃的高度区域选择性合成。温和的反应条件允许耐受多种官能团，并且该反应可扩展至偕二氟丙二烯的原烯基化反应。该方法的合成实用性已在克级规模操作以及使用手性双齿膦配体与铜催化剂以中等对映选择性合成带有γ-碳立体中心的手性偕二氟烯烃中得到证明。
