CHEMISTRY OF INDOLENINONES .3. REACTIONS OF 2-(METHYLTHIO)INDOLENINONES WITH DIAZOMETHANE

被引：8

作者：

BAKER, JT

DUKE, CC

机构：

[1] ROCHE RES INST MARINE PHARMACOL, DEE WHY 2099, NEW S WALES, AUSTRALIA

[2] AUSTRALIAN NATL UNIV, RES SCH CHEM, CANBERRA 2600, ACT, AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1976年 / 29卷 / 05期

关键词：

D O I：

10.1071/CH9761023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactions of 2-(methylthio)indoleninone [2-(methylthio)-3H-indol-3-one] [from ether extracts of hypobranchial glands of Dicathais orbita and other mollusks] and its 4-bromo and 6-bromo derivatives with diazomethane lead to the appropriate 2-(methylthio)spiro[3H-indole-3,2''-oxirans] and 3-methoxy-2-(methylthio)quinolines in relative yields dependent upon the steric influence of bromine when in the 4-position. P.M.R. studies on the 2-(methylthio)spiro[3H-indole-3,2''-oxirans] reveal a marked solvent dependence on the chemical shift values of the non-equivalent protons of the methylene group in the oxiran ring.

引用

页码：1023 / 1030

页数：8

共 16 条

[1] CINNOLINES .31. THE NATURE OF THE C(3)-POSITION - SOME EXPERIMENTS WITH 3-SUBSTITUTED CINNOLINES [J].