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
Facile synthesis of thioamides via P2S5-mediated beckmann rearrangement of oximes
Li, Jiangsheng,Cheng, Chao,Zhang, Xinrui,Li, Zhiwei,Cai, Feifei,Xue, Yuan,Liu, Weidong
, p. 1687 - 1689 (2012/10/29)
A facile and efficient approach to the synthesis of secondary thioamides from ketoximes via Beckmann rearrangement has been established, using phosphorus pentasulfide as a dehydrating and thiating agent. It is also efficient for the preparation of primary thiobenzamide from benzaldoxime. This approach features simple-operation, easy-control and good to excellent yields.