One-pot synthesis of tryptanthrin by the Dakin oxidation of indole-3-carbaldehyde

被引:40
作者
Abe, Takumi [1 ]
Itoh, Tomoki [1 ]
Choshi, Tominari [2 ]
Hibino, Satoshi [2 ]
Ishikura, Minoru [1 ]
机构
[1] Hlth Sci Univ Hokkaido, Sch Pharmaceut Sci, Ishikari, Hokkaido 0610293, Japan
[2] Fukuyama Univ, Fac Pharm & Pharmaceut Sci, Fukuyama, Hiroshima 7290292, Japan
关键词
Oxidative coupling; Indole-3-carbaldehyde; Indolo[2,1-b]quinazoline; Urea hydrogen peroxide; Dakin oxidation; DERIVATIVES; CANDIDINE; ALKALOIDS; INDOLES; ANALOGS; AGENTS;
D O I
10.1016/j.tetlet.2014.07.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot approach to indolo[2,1-b]quinazolines from indole-3-carbaldehydes through the Dakin oxidation was developed. It was shown that the reaction proceeded through the condensation of indole-3-carbaldehydes with isatoic anhydrides, derived in situ from indole-3-carbaldehydes by the Dakin oxidation, and further oxidation/cyclization steps. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5268 / 5270
页数:3
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