SUBSTITUTION-REACTIONS WHICH PROCEED VIA RADICAL-ANION INTERMEDIATES .21. REARRANGEMENTS IN THE REACTION OF BETA-ARYLATED NITROPARAFFINS WITH THE SODIUM SALT OF METHANETHIOL

被引：26

作者：

KORNBLUM, N

WIDMER, J

CARLSON, SC

机构：

[1] Department of Chemistry, Purdue University, West Lafayette, Indiana

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1979年 / 101卷 / 03期

关键词：

D O I：

10.1021/ja00497a029

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rearrangements occur when β-arylated nitroparaffins react with the sodium salt of methanethiol, a finding which provides support for the view that these reactions involve a spiro free radical intermediate.1 By invoking spiro free radicals one can explain the striking solvent and substituent effects observed in the reactions of nitroparaffins with the sodium salt of methanethiol. A minor side reaction-fragmentation of radical anions derived from β-arylated nitroparaffins-is described. © 1979, American Chemical Society. All rights reserved.

引用

页码：658 / 664

页数：7

共 11 条

[1]

HOFFMAN AK, 1964, J AM CHEM SOC, V86, P636

[2] SYNTHESIS OF HIGHLY BRANCHED, BETA-ARYLATED NITROPARAFFINS [J].