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The reaction of α-amino-substituted diphenylphosphine oxide anions with elemental sulfur and selenium: A new route to thio- and selenoamides

✍ Scribed by P.A. Otten; A. van der Gen

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 797 KB
Volume: 113
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19941131103

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✦ Synopsis

Abstract

The lithiated anions of α‐amino‐substituted diphenylphosphine oxides 1, in which R can be hydrogen, aryl, alkyl and alkenyl, react with two equivalents of sulfur or selenium to form thio‐ and selenoamides, which can be isolated in good to excellent yields in most cases. The optimal reaction conditions (temperature and time) were found to depend both on the phosphine oxide used and on the chalcogene. A mechanism is presented which accounts for the stoichiometry of the reaction.

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