ELECTROCHEMICAL REDUCTION OF 4H-1,3-THIAZINES - SYNTHESIS OF SUBSTITUTED PYRROLES AND (OR) 6H-1,3-THIAZINES

被引：10
|
作者：
ABOUELFIDA, A
PRADERE, JP
JUBAULT, M
TALLEC, A
机构：
[1] FAC SCI ANGERS,SYNTH ORGAN & ELECTROCHIM LAB,CNRS,UA 439,2 BLVD LAVOISIER,F-49045 ANGERS,FRANCE
[2] CNRS,UA 475,SYNTH ORGAN LAB,F-44072 NANTES 03,FRANCE
[3] UNIV RENNES 1,ELECTROCHIM LAB,CNRS,UA 439,F-35042 RENNES,FRANCE
来源：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 01期
关键词：
ELECTROCHEMICAL REDUCTIONS; SUBSTITUTED 4H-1,3-THIAZINES AND 6H-1,3-THIAZINES; PYRROLES; 2-THIAZOLINE; CYCLIC REGRESSION;
D O I：
10.1139/v92-003
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Controlled potential electroreduction (protic medium, mercury cathode) of substituted 2-ethoxy and 2-phenyl-4H-1,3-thiazines leads to 6H-1,3-thiazines and (or) pyrroles, The nature of the isolated products appears strongly dependent on pH of the medium and type of substitution: pyrrole formation takes place in acidic medium (0.5 mol L-1 H2SO4) and is favoured by phenyl and alkoxycarbonyl groups at positions 2 and 4, respectively; formation of 6H-1,3-thiazines and their reduction products (substituted thiobenzamides. carbamates and 2-thiazoline) occurs in weakly acidic (acetate buffer) or basic (ammoniacal buffer) medium.
引用
收藏
页码：14 / 20
页数：7
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