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
收藏
页码：1060 / 1063
页数：4
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