钒催化烯烃和1,7-烯炔与Togni-II试剂的三氟甲基化/环化反应，用于合成三氟甲基化的氧化吲哚、异喹啉-1,3-二酮和茚并[1,2 -]喹啉。
Vanadium-Catalyzed Trifluoromethylation/Cyclization of Alkenes and 1,7-Enynes with Togni-II Reagent to Access Trifluoromethylated Oxindoles, Isoquinoline-1,3-diones, and Indeno[1,2-]quinolines.
作者信息
Zhang Lei, Liu Mengdi, Zhao Jinjin, Li Shaodan
机构信息
College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, China.
Testing and Analysis Center, Hebei Normal University, Shijiazhuang 050024, China.
出版信息
J Org Chem. 2025 Jun 6;90(22):7468-7475. doi: 10.1021/acs.joc.5c00911. Epub 2025 May 28.
A vanadium-catalyzed radical cascade trifluoromethylation/(bi)cyclization of alkenes and 1,7-enynes with Togni-II reagent for the synthesis of trifluoromethylated oxindoles, isoquinoline-1,3-diones, and indeno[1,2-]quinolines has been developed. These transformations show broad substrate compatibility and high regioselectivity. Mechanistic studies reveal that a CF radical is generated to trigger the ensuing 5- and 6- cyclization, as well as the cascade 6-/5- bicyclization processes.
已开发出一种钒催化的烯烃和1,7-烯炔与Togni-II试剂的自由基串联三氟甲基化/（双）环化反应，用于合成三氟甲基化的氧化吲哚、异喹啉-1,3-二酮和茚并[1,2-c]喹啉。这些转化反应显示出广泛的底物兼容性和高区域选择性。机理研究表明，会生成一个CF自由基来引发随后的5-和6-环化反应，以及串联的6-/5-双环化过程。
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