Photocatalytic aerobic oxidation/semipinacol rearrangement sequence: a concise route to the core of pseudoindoxyl alkaloids

被引:93
作者
Ding, Wei [1 ]
Zhou, Quan-Quan [1 ]
Xuan, Jun [1 ]
Li, Tian-Ren [1 ]
Lu, Liang-Qiu [1 ]
Xiao, Wen-Jing [1 ,2 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300000, Peoples R China
基金
中国国家自然科学基金;
关键词
Aerobic oxidation; 2,2-Disubstituted indolin-3-one; Semipinacol rearrangement; Photocatalysis; LIGHT PHOTOREDOX CATALYSIS; C-BOND-CLEAVAGE; VISIBLE-LIGHT; SINGLET-OXYGEN; MOLECULAR-OXYGEN; SYNTHETIC ROUTE; OXIDATION; INDOLES; EFFICIENT; ALDEHYDES;
D O I
10.1016/j.tetlet.2014.06.102
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible light-induced photocatalytic aerobic oxidation/semipinacol rearrangement has been successfully developed. This methodology allows for efficient conversion of a wide range of indoles into the synthetically significant 2,2-disubstituted indolin-3-ones, the core structure of pseudoindoxyl alkaloids, under mild reaction conditions. (C) 2014 Published by Elsevier Ltd.
引用
收藏
页码:4648 / 4652
页数:5
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