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Original Articles

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

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Pages 305-310 | Received 29 Apr 2015, Accepted 26 May 2015, Published online: 06 Feb 2016
 

GRAPHICAL ABSTRACT

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.

Funding

The authors gratefully acknowledge the National Science Centre for financial support (grant no. 2013/09/B/ST5/01261).

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