Iron-Catalyzed Synthesis of Oxindoles: Application to the Preparation of Pyrroloindolines

被引：47

作者：

Correia, Valquirio G. ^{[1
]}

Abreu, Juliana C. ^{[1
]}

Barata, Caio A. E. ^{[1
]}

Andrade, Leandro H. ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Chem, Dept Fundamental Chem, Av Prof Lineu Prestes 748, BR-05508900 Sao Paulo, Brazil

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 05期

基金：

巴西圣保罗研究基金会;

关键词：

FORMAL TOTAL-SYNTHESIS; ABSOLUTE-CONFIGURATION; ASYMMETRIC-SYNTHESIS; CARBAMOYL RADICALS; ALKALOIDS; CASCADE; CYCLIZATION; ALKENES; (-)-PHYSOVENINE; PHYSOSTIGMINE;

D O I：

10.1021/acs.orglett.7b00078

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and highly efficient synthetic approach to pyrroloindolines has been developed. The process is based on tandem radical addition/cyclization with inexpensive iron catalyst. This method tolerates a wide range of N-methyl-N-arylacrylamides as well carbamoyl radicals, providing access to a variety of functionalized 3,3-disubstituted oxindoles, key intermediates for many bioactive pyrroloindolines such as (+/-)-esermethole, (+/-)-deoxyeseroline, and (+/-)-physovenol methyl ether.

引用

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页码：1060 / 1063

页数：4

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