Organocatalytic domino annulation of in situ generated tert-butyl 2-hydroxybenzylidenecarbamates with 2-isothiocyanato-1-indanones for synthesis of bridged and fused ring heterocycles

被引：5
作者：
Hou, Xi-Qiang [1 ]
Lin, Ye [1 ]
Du, Da-Ming [1 ]
机构：
[1] Beijing Inst Technol, Sch Chem & Chem Engn, Beijing 100081, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 15期
基金：
中国国家自然科学基金;
关键词：
ASYMMETRIC 3+2 CYCLIZATION; 3-ISOTHIOCYANATO OXINDOLES; HIGHLY EFFICIENT; NATURAL-PRODUCTS; SPIROOXINDOLES; CONSTRUCTION; DERIVATIVES; KETONES;
D O I：
10.1039/d1qo00626f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot efficient asymmetric domino annulation of 2-isothiocyanato-1-indanones with tert-butyl 2-hydroxybenzylidenecarbamates in situ generated from 2-hydroxyaryl-substituted alpha-amido sulfones was developed. This reaction firstly provided a powerful tool for the enantioselective construction of functionalized bridged fused ring hererocycles bearing three adjacent stereogenic centers in high yields with excellent diastereo- and enantioselectivities (up to 91% yield, >20 : 1 dr and 99% ee).
引用
收藏
页码：4183 / 4187
页数：5
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