A convenient one-pot synthesis of N-substituted amidoximes and their application toward 1,2,4-oxadiazol-5-ones.

ABSTRACT: The first direct one-pot approach for the synthesis of N-substituted amidoximes from secondary amides or the intermediate amides has been developed. Through the Ph₃P-I₂-mediated dehydrative condensation, a variety of N-aryl and N-alkyl amidoximes (R¹(C[double bond, length as m-dash]NOH)NHR², where R¹ or R² = aryl, alkyl, or benzyl) were readily afforded under mild conditions and short reaction times. The synthetic application of the obtained amidoximes has also been demonstrated through the formation of 1,2,4-oxadiazolones via base-mediated carbonylative cyclization with 1,1'-carbonyldiimidazole.

SUBMITTER: Phakhodee W 

PROVIDER: S-EPMC9090163 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature