7203-96-5Relevant articles and documents
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Edward,Stollar
, p. 721,722 (1963)
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Overberger,Weise
, (1964)
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Amide (A)–thioamide (T) interconversions using Ph3SiSH (A to T) and Ph3SnOH (T to A) reagents
Arias-Ugarte, Renzo N,Sharma, Hemant K,Pannell, Keith H
, p. 510 - 513 (2016/07/16)
Ph3SiSH transforms amides to thioamides and Ph3SnOH performs the reverse process, with the concomitant formation of Ph3SiOH (or Ph3SiOSiPh3) and Ph3SnSSnPh3, respectively. The chemistry is a delightful illustration of the oxophilicity of silicon compared to the thiophilicity of tin and occurs under relatively mild conditions, and for amide to thioamide transformation requires no amide activation. The chemistry is in accord with available data for Si?(S)(O), Sn?(O)(S) and C?(O)(S) bond energies. Copyright
O,O-Diethyl dithiophosphoric acid mediated direct synthesis of thioamides from aldehydes and ketones
Yadav, Arvind K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
, p. 7113 - 7116 (2013/01/15)
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.