A new route to N-monosubstituted thioamides utilizing phosphoramidothionates as reagents for the thioamidation of carboxylic acids
KE DeBruin, EE Boros
Index: DeBruin, Kenneth E.; Boros, Eric E. Journal of Organic Chemistry, 1990 , vol. 55, # 25 p. 6091 - 6098
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Citation Number: 24
Abstract
Several N-monosubstituted thioamides have been synthesized from the corresponding carboxylic acid chlorides and primary amines by a new procedure. The procedure utilizes a commercially available and inexpensive organophosphorus reagent (dimethyl chlorothiophosphate) to derivatize the amine, form the carboxamide bond, and accomplish the thionation of the carbonyl by an intramolecular rearrangement. The phosphoryl group ...
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