1,1-BIS(METHYLTHIO)-2-NITROETHENE IN SUPERACIDS - NMR-STUDY AND REACTIVITY OF THE FORMED HYDROXYNITRILIUM ION

被引：32

作者：

COUSTARD, JM

机构：

[1] Laboratoire de Chimie XII associé CNRS, URA 1468 Faculté des Sciences -, F-86022 POITIERS, 40, avenue du Recteur Pineau

来源：

TETRAHEDRON | 1995年 / 51卷 / 40期

关键词：

D O I：

10.1016/0040-4020(95)00669-Y

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

At low temperature in superacids TFSA or HF-SbF5, 1,1-bis(methylthio)-2-nitroethene yields a stable dication with hydroxynitrilium and bis(methylthio)carbocationic sites. The first site can be trapped in situ with suitable nucleophiles (aromatics, fluoride). Both sites can be trapped when the acidity is destroyed with MeOH or MeSH, to form in fan to good yield the corresponding alpha-hydroxyiminoorthothioester or the furoxane orthothioester.

引用

页码：10929 / 10940

页数：12

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