O AND S METHYLATION OF AMBIDENT P-TOLUENESULFINATE ANION

被引：96

作者：

MEEK, JS

FOWLER, JS

机构：

[1] Department of Chemistry, University of Colorado, Boulder

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 09期

关键词：

D O I：

10.1021/jo01273a014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkylation of the p-toluenesulfinate anion in methanol or dimethylformamide by methyl iodide, methyl sulfate, and methyl p-toluenesulfonate gives both methyl p-toluenesulfinate and methyl p-tolyl sulfone. Alkylation of the ambident anion with hard alkylating agents gives predominantly the ester, whereas a soft alkylating agent gives predominantly the sulfone. © 1968, American Chemical Society. All rights reserved.

引用

页码：3422 / &

共 37 条

[1]

ARNDT F, 1934, ANN CHEM, V510, P62

[2]

BUNTON CA, 1960, CHEM IND-LONDON, P466

[3]

CULVENOR CCJ, 1949, J AMER CHEM SOC, V71, P278

[4] SULFINATE ESTERS .I. THEIR PREPARATION AND SOME PROPERTIES [J].