OXIDATION OF CONGESTED THIOPHENE 1,1-DIOXIDES WITH M-CHLOROPERBENZOIC ACID - FORMATION OF EPOXIDES VS RING-CONTRACTED THIETE 1,1-DIOXIDES

被引：13

作者：

NAKAYAMA, J

KAMIYAMA, H

机构：

[1] Department of Chemistry, Faculty of Science, Saitama University Urawa, Saitama

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 49期

关键词：

STERIC ACCELERATION; RING-CONTRACTION; REARRANGEMENT; ALPHA; BETA-EPOXY SULFONES; THIETE 1,1-DIOXIDES;

D O I：

10.1016/S0040-4039(00)60818-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly congested thiophene 1,1-dioxides, which carry two bulky substituents at 3- and 4-positions, afford the corresponding epoxides in high yields on oxidation with m-chloroperbenzoic acid in the presence of sodium carbonate, while the oxidation in the absence of sodium carbonate gives the ring-contracted thiete 1,1-dioxides as the principal product.

引用

页码：7539 / 7542

页数：4

共 11 条

[1]

BLOCK E, 1984, COMPREHENSIVE HETERO, V7

[2] A POWERFUL NEW STEREO-CONTROLLED METHOD FOR EPOXIDATION OF ELECTROPHILIC ALKENES [J].