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Palladium-Catalyzed Decarboxylative Formal (4+2) Cycloaddition of Vinyl Benzoxazinanones with 3-Nitroindoles
Synlett ( IF 1.7 ) Pub Date : 2020-03-20 , DOI: 10.1055/s-0040-1707995
Christopher J. T. Hyland , Melissa J. Bird , Steven M. Wales , Christopher Richardson

A diastereoselective palladium-catalyzed dearomative formal (4+2) cycloaddition between vinyl benzoxazinanones and 3-nitroindoles has been developed. This reaction provides a concise route to tetrahydro-5H-indolo[2,3-b]quinolines in excellent yield (up to 94%) and diastereoselectivity (up to >98:2), with versatile functional handles including vinyl, nitro, and free NH groups.

中文翻译:

钯催化的乙烯基苯并恶嗪酮与 3-硝基吲哚的脱羧甲醛 (4+2) 环加成反应

已开发出乙烯基苯并恶嗪酮和 3-硝基吲哚之间的非对映选择性钯催化脱芳基 (4+2) 环加成反应。该反应以优异的收率(高达 94%)和非对映选择性(高达 >98:2)提供了获得四氢-5H-吲哚并[2,3-b]喹啉的简洁途径,具有多种功能性处理,包括乙烯基、硝基和游离 NH 基团。
更新日期:2020-03-20
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