Palladium-Catalyzed Decarboxylative Formal (4+2) Cycloaddition of Vinyl Benzoxazinanones with 3-Nitroindoles

被引：13
|
作者：
Bird, Melissa J. [1 ,2 ]
Wales, Steven M. [1 ,2 ]
Richardson, Christopher [1 ,2 ]
Hyland, Christopher J. T. [1 ,2 ]
机构：
[1] Univ Wollongong, Sch Chem & Mol Biosci, Wollongong, NSW 2522, Australia
[2] Univ Wollongong, Mol Horizons Res Inst, Wollongong, NSW 2522, Australia
来源：
SYNLETT | 2020年 / 31卷 / 09期
基金：
澳大利亚研究理事会;
关键词：
dearomatization; Pd catalysis; indoles; vinyl benzoxazinanones; DEAROMATIVE 3+2 CYCLOADDITION; ASYMMETRIC DEAROMATIZATION; DERIVATIVES;
D O I：
10.1055/s-0040-1707995
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：916 / 924
页数：9
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