O,O-Diethyl dithiophosphoric acid mediated direct synthesis of thioamides from aldehydes and ketones

A general and convenient method for a one-pot conversion of aldehydes and ketones into thioamides has been developed. The protocol involves oximation of aldehydes and ketones followed by deoxygenative thioamidation of oximes with O,O-diethyl dithiophosphoric acid which acts as an acid as well a sour...

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Bibliographic Details
Published in:Tetrahedron letters 2012-12, Vol.53 (52), p.7113-7116
Main Authors: Yadav, Arvind K., Srivastava, Vishnu P., Yadav, Lal Dhar S.
Format: Article
Language:English
Subjects:
Aldehydes
Amides
Carbonyl compounds
Conversion
Ketones
Nitriles
O,O-Diethyl dithiophosphoric acid
Oximes
Synthesis (chemistry)
Tetrahedrons
Thioamides
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Summary:A general and convenient method for a one-pot conversion of aldehydes and ketones into thioamides has been developed. The protocol involves oximation of aldehydes and ketones followed by deoxygenative thioamidation of oximes with O,O-diethyl dithiophosphoric acid which acts as an acid as well a source of sulfur. The method is operationally simple, high yielding, and also applicable to the conversion of amides and nitriles into the corresponding thioamides.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.10.089