A convenient method for the preparation of functionalized N-acylsulfenamides from primary amides.

Mateusz Musiejuk; Dariusz Witt

doi:10.1080/10426507.2015.1065258

A convenient method for the preparation of functionalized N-acylsulfenamides from primary amides.

Abstract

We have developed a convenient method for the synthesis of functionalized N-acylsulfenamides under mild conditions and in moderate to good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives with nitrogen nucleophiles generated from primary amides or imides and sodium hydride. The developed method allows for the preparation of N-acylsulfenamides bearing additional hydroxyl, carboxyl, or amino functionalities.

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Keywords

SULFENAMIDE THIOLS AMIDE PHTHALIMIDE PHOSPHORODITHIOIC ACID

Details

Category:: Articles
Type:: artykuł w czasopiśmie wyróżnionym w JCR
Published in:: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS no. 191, pages 305 - 310,
ISSN: 1042-6507
Language:: English
Publication year:: 2016
Bibliographic description:: Musiejuk M., Witt D.: A convenient method for the preparation of functionalized N-acylsulfenamides from primary amides.// PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. -Vol. 191, nr. 2 (2016), s.305-310
DOI:: Digital Object Identifier (open in new tab) 10.1080/10426507.2015.1065258
Verified by:: Gdańsk University of Technology