DABCO-Bis(sulfur dioxide), DABSO, as a Convenient Source of Sulfur Dioxide for Organic Synthesis: Utility in Sulfonamide and Sulfamide Preparation

被引：251

作者：

Woolven, Holly ^{[1
]}

Gonzalez-Rodriguez, Carlos ^{[1
]}

Marco, Isabel ^{[1
]}

Thompson, Amber L. ^{[1
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 18期

基金：

英国工程与自然科学研究理事会;

关键词：

MEDIATED ONE-POT; TRIOXIDE COMPLEXES; ARYL HALIDES; ENE REACTION; DEOXYGENATION; ADDITIONS; NITRILES; SULFONES; SPECTRA;

D O I：

10.1021/ol201957n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The charge-transfer complex generated from the combination of DABCO and sulfur dioxide, DABSO, is a bench-stable colorless solid suitable for use in organic synthesis as a replacement for gaseous sulfur dioxide. The complex can be combined with Grignard reagents to form sulfinates, which can then be converted in situ to a series of sulfonamides. Alternatively, reaction with anilines and Iodine leads to the formation of a series of sulfamides. Cheletropic addition between DABSO and 2,3-dimethylbutadiene provides the corresponding sulfolene.

引用

页码：4876 / 4878

页数：3

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