Abstract:We present green, highly atom economic, solid-state silica gel-catalyzed synthesis of polysubstituted 1,4- and 1,2-dihydropyridines (DHPs) from commercially available materials, amines and ethyl propiolate. The DHP skeleton was assembled by...
“…The poor nucleophilicity of aniline nitrogen generally hinders its addition onto carbon-based π-systems and this is often circumvented under high pressure/temperature. 18 This current development, however, needs no such requirement. Furthermore, the addition of aniline to the electron-poor alkyne solely occurs through the N-centre in the present reaction and does not involve the para -position of the phenyl ring.…”
A unified strategy is disclosed that builds on successfully engaging aniline nitrogen of 1,3-amphoteric γ-aminocyclopentenone for a tandem annulation with electron-poor alkyne, solely assisted by H-bonding network of HFIP. This...
“…The poor nucleophilicity of aniline nitrogen generally hinders its addition onto carbon-based π-systems and this is often circumvented under high pressure/temperature. 18 This current development, however, needs no such requirement. Furthermore, the addition of aniline to the electron-poor alkyne solely occurs through the N-centre in the present reaction and does not involve the para -position of the phenyl ring.…”
A unified strategy is disclosed that builds on successfully engaging aniline nitrogen of 1,3-amphoteric γ-aminocyclopentenone for a tandem annulation with electron-poor alkyne, solely assisted by H-bonding network of HFIP. This...
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.