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N-Arenesulfonyl α-hydroxyamides are conveniently synthesized from N-arylethynylsulfonamides (ynamides) via oxidation with dimethyl sulfoxide (DMSO) in the presence of equivalent of trifluoromethanesulfonic acid (TfOH) followed by treatment with water. In this reaction, ynamides are activated by protonation with TfOH and then undergo double DMSO nucleophilic addition and subsequent hydrolysis. Investigations on the substrate scope indicate N-arenesulfonyl and arylethynyl substituted ynamides proceed the oxidation well. Compared to the previous methods, the current method realizes the direct conversion from N-arylethynylsulfonamides to N-arenesulfonyl α-hydroxyamides with mild DMSO as a nucleophilic oxidant in the presence of strong acid trifluoromethanesulfonic acid. [ABSTRACT FROM AUTHOR]

Research on the synthesis of heterocyclic scaffolds is an important challenge in organic synthesis because heterocycles are an important block in the structure of many drugs and pharmaceutical molecules. Ynamides are one the most versatile and enabling building blocks in organic synthesis because they have recently used starting materials for the construction of multifunctional compounds especially heterocyclic compounds. In recent times, a number of catalytic systems have been reported in the literature for the synthesis of heterocyclic scaffolds from ynamide derivatives. This review has outlined the extensive application of ynamide derivatives in the synthesis of a library of heterocyclic scaffolds. Based on Ynamides: catalysis in the synthesis of heterocyclic scaffolds [ABSTRACT FROM AUTHOR]