Oxidation of indolines with Fremy's salt: A mechanistic proposal

被引：6

作者：

Giethlen, B ^{[1
]}

Schaus, JM ^{[1
]}

机构：

[1] ELI LILLY & CO,LILLY RES LABS,LILLY CORP CTR,INDIANAPOLIS,IN 46285

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(97)10306-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Oxidation of an indoline with Fremy's salt (potassium nitrosodisulfonate) led to the formation of an unstable intermediate which isomerized to the desired 5-hydroxyindole upon standing. This intermediate has been isolated and characterized as an iminoquinone derivative. Identification of this intermediate has allowed us to propose a mechanism for the Fremy's salt mediated oxidation of indolines to 5-hydroxyindoles. (C) 1997 Elsevier Science Ltd.

引用

页码：8483 / 8486

页数：4

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