36974-56-8Relevant academic research and scientific papers
Amide formation in one pot from carboxylic acids and amines via carboxyl and sulfinyl mixed anhydrides
Zambron, Bartosz K.,Dubbaka, Srinivas R.,Markovic, Dean,Moreno-Clavijo, Elena,Vogel, Pierre
supporting information, p. 2550 - 2553 (2013/07/05)
An efficient method has been developed for the preparation of yet unknown acyclic mixed anhydrides of carboxylic and sulfinic acids. Sterically hindered 2-methylbut-3-ene-2-sulfinyl carboxylates add primary and secondary amines preferentially onto the carbonyl moieties realizing a new method for the one-pot preparation of carboxamides. It uses 1:1 mixtures of carboxylic acids and amines without a base, requires no excess of reagents, and liberates only volatile coproducts. Protected di- and tripeptides have been prepared in solution without epimerization by application of this method.
