Visible-Light Photocatalytic Ugi/Aza-Wittig Cascade towards 2-Aminomethyl-1,3,4-oxadiazole Derivatives

A new visible-light photocatalytic multicomponent reaction (MCR) involving N-alkyl-N-methylanilines, N-isocyanoiminotriphenylphosphorane, and carboxylic acids leading to 1,3,4-oxadiazole derivatives is reported. The developed mild reaction conditions enable a broad substrate scope and good functional group tolerance, as further highlighted in the late-stage functionalization of amino acids and drugs. Additionally, a two-step one-pot protocol for the synthesis of non-symmetrical diacylhydrazines is also reported.

Automated summary

A new visible-light photocatalytic multicomponent reaction has been developed for the synthesis of 1,3,4-oxadiazole derivatives, with good functional group tolerance and a broad substrate scope. Additionally, a two-step one-pot protocol for the synthesis of non-symmetrical diacylhydrazines has been reported. This method is particularly useful for late-stage functionalization of amino acids and drugs.