吲哚与苯并噁唑烷酮炔基的[4+2]形式对映选择性聚环化反应合成多环吲哚啉。
Highly Diastereoselective Synthesis of Polycyclic Indolines through Formal [4+2] Propargylic Cycloaddition of Indoles with Ethynyl Benzoxazinanones.
机构信息
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, China.
出版信息
Chem Asian J. 2020 Aug 17;15(16):2462-2466. doi: 10.1002/asia.202000640. Epub 2020 Jul 10.
A formal [4+2] propargylic annulation of indoles and pyrrole with ethynyl benzoxazinanones was described. This protocol provides a concise synthesis of tetrahydro-5H-indolo[2,3-b]quinolines and tetrahydro-3H-pyrrolo[3,2-b]quinoline, the core structures of alkaloid frameworks, featuring excellent yields, high diastereoselectivity, mild conditions and wide substrate scope.
本文描述了吲哚和吡咯与乙炔基苯并噁嗪酮的[4+2]形式的炔丙基环加成反应。该方法提供了一种简洁的合成四氢-5H-吲哚并[2,3-b]喹啉和四氢-3H-吡咯并[3,2-b]喹啉的方法，这两种核心结构是生物碱骨架的关键结构，具有产率高、非对映选择性好、反应条件温和、底物适用范围广等优点。
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