Singlet oxygen conversion of indoles into α,β-unsaturated oxindoles in model compounds related to the welwitindolinone alkaloids

被引:28
作者
Boissel, Valerie [1 ]
Simpkins, Nigel S. [1 ]
Bhalay, Gurdip [2 ]
机构
[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
[2] Horsham Res Ctr, Novartis Inst Biomed Res, Horsham RH12 5AB, W Sussex, England
基金
英国工程与自然科学研究理事会;
关键词
HAPALOSIPHON-FONTINALIS; WELWISTATIN; SKELETON; HAPALINDOLES; AUTOXIDATION; RESISTANCE;
D O I
10.1016/j.tetlet.2009.02.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of conformationally restricted bridged indoles, having structures related to the natural alkaloid N-methylwelwitindolinone C isothiocyanate (welwistatin), are oxidised to the corresponding alpha,beta-unsaturated oxindoles by treatment with singlet oxygen. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3283 / 3286
页数:4
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