Mechanochemical Regioselective [3+3] Annulation of 6‐Amino Uracil with Propargyl Alcohols Catalyzed by a Brønsted Acid/Hexafluoroisopropanol
Srinivasarao Yaragorla,
Dandugula Sneha Latha,
Rituraj Kumar
Abstract:A mechanochemistry approach is developed for regioselective synthesis of functionalized dihydropyrido[2,3‐d]pyrimidines by milling propargylic alcohols and 6‐amino uracils with HFIP/p‐TsOH. In the case of tert‐propargyl alcohols, this [3+3] cascade annulation proceeded through allenylation of uracil followed by a 6‐endo trig cyclization. With sec‐propargyl alcohols, the reaction furnished the propargylation of uracil. This atom economy ball milling reaction allows access to a broad range of dihydropyrido[2,3‐d… Show more
Facile synthesis of fused pyrazolo[1,5-a]dihydropyrimidines and pyrazolo[3,4-b]pyridines is accomplished via intramolecular 6-endo-trig/dig cyclization of 5-aminopyrazoles with 3°/2°-propargylic alcohols and ynones by using p-TSA.
Facile synthesis of fused pyrazolo[1,5-a]dihydropyrimidines and pyrazolo[3,4-b]pyridines is accomplished via intramolecular 6-endo-trig/dig cyclization of 5-aminopyrazoles with 3°/2°-propargylic alcohols and ynones by using p-TSA.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.