Synthesis of Spiro 3,3′-Cyclopropyl Oxindoles Via N-Bromosuccinimide-Mediated Ring-Closing and Contraction Cascade

被引：8

作者：

Zhang, Rui-Ying ^{[1
,2
]}

Jin, Feng ^{[1
,2
]}

Bao, Xiao-Guang ^{[1
,2
]}

Li, Hai-Yan ^{[3
]}

Xu, Xiao-Ping ^{[1
,2
]}

Ji, Shun-Jun ^{[1
,2
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

[2] Soochow Univ, Collaborat Innovat Ctr Suzhou Nano Sci & Technol, Suzhou 215123, Peoples R China

[3] Soochow Univ, Anal & Testing Ctr, Suzhou 215123, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 01期

基金：

中国国家自然科学基金;

关键词：

REVERSE-TRANSCRIPTASE INHIBITORS; BIOLOGICAL EVALUATIONS; CYCLOPROPANATION; DESIGN; DISCOVERY; INDOLES;

D O I：

10.1021/acs.joc.0c02610

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An N-bromosuccinimide-mediated cascade reaction involving the cyclization/oxygen-migration/ring-contraction process of 3-(beta, beta-diaryl) indolylethanol was disclosed. A variety of spiro 3,3'-cyclopropyl oxindole derivatives were efficiently synthesized in good yields under mild reaction conditions. A possible mechanism was suggested based on intermediate isolation and computational studies.

引用

页码：1141 / 1151

页数：11

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