可见光介导的烯基醛的串联二氟甲基化/环化反应合成CFH取代的苯并二氢吡喃-4-酮衍生物
Visible-Light-Mediated Tandem Difluoromethylation/Cyclization of Alkenyl Aldehydes toward CFH-Substituted Chroman-4-one Derivatives.
作者信息
Mao Liu-Liang, Zhou An-Xi, Zhu Xian-Hong, Peng Huanan, Quan Li-Xia, Wan Jie-Ping, Yang Shang-Dong
机构信息
College of Chemistry and Environment Science, Shangrao Normal University, Shangrao 334001, China.
College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China.
出版信息
J Org Chem. 2022 Sep 16;87(18):12414-12423. doi: 10.1021/acs.joc.2c01689. Epub 2022 Aug 25.
An efficient and facile visible-light-mediated tandem difluoromethylation/cyclization of alkenyl aldehydes, with easily accessible and air-stable [PhPCFH]Br as the difluoromethylation reagent, has been established. A range of CFH-substituted chroman-4-one skeletons and their derivatives, such as 2,3-dihydroquinolin-4(1)-ones, chroman, 3,4-dihydronaphthalen-1(2)-one, 2,3-dihydrobenzofuran, and 2,3-dihydro-1-inden-1-one, are efficiently produced in moderate to good yields with excellent chemoselectivity under mild reaction conditions.
已建立了一种高效且简便的可见光介导的烯基醛串联二氟甲基化/环化反应，该反应使用易于获得且空气稳定的[PhPCFH]Br作为二氟甲基化试剂。一系列CFH取代的苯并二氢吡喃-4-酮骨架及其衍生物，如2,3-二氢喹啉-4(1)-酮、苯并二氢吡喃、3,4-二氢萘-1(2)-酮、2,3-二氢苯并呋喃和2,3-二氢-1-茚-1-酮，在温和的反应条件下以中等至良好的产率高效生成，具有出色的化学选择性。
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