Concise Synthesis of Polycyclic Indoline Scaffolds through an InIII-Catalyzed Formal [4+2] Annulation of 2,3-Disubstituted Indoles with o-Aminobenzyl Alcohols

被引：17
作者：
Luo, Mupeng [1 ,2 ]
Chen, Jianxin [1 ,2 ]
Yu, Linqian [3 ]
Wei, Wanguo [1 ,2 ]
机构：
[1] Univ Chinese Acad Sci, Shanghai Adv Res Inst Chinese Acad Sci, Chinese Acad Sci, 99 Haike Rd, Shanghai 201210, Peoples R China
[2] ShanghaiTech Univ, Sch Life Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
[3] Fudan Univ, Sch Pharmarcy, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 18期
基金：
中国国家自然科学基金;
关键词：
Nitrogen heterocycles; Fused-ring systems; Cycloaddition; Diastereoselectivity; Indium; QUINONE METHIDES; SULFUR YLIDES; COMMUNESIN F; CYCLOADDITION; CONSTRUCTION; ALKALOIDS; DEAROMATIZATION; AKUAMMILINE; GENERATION; EFFICIENT;
D O I：
10.1002/ejoc.201700432
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise indium(III)-catalyzed annulation of 2,3-disubstituted indoles with o-aminobenzyl alcohols is reported. The in situ generated aza-ortho-quinone methides (aza-oQMs) were efficiently trapped by diverse carbazoles in a formal [4+2] cycloaddition reaction catalyzed by indium(III) triflate, which provided rapid access to bridged polycyclic indoline alkaloid skeletons.
引用
收藏
页码：2652 / 2660
页数：9
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