A facile one‐pot synthesis of novel substituted 1,2,3,4‐tetrahydropyrimidines

Abstract

A facile one-pot synthesis of 5-benzoyl-6-methylthio-1,2,3,4-tetrahydropyrimidines in good yields is reported.

Catalyst-free multicomponent synthesis of novel adamantyl-containing tetrahydropyrimidine carboxylates

“…Prompted by the reported literature and in continuation of our studies on tetrahydropyrimidines [6,[25][26][27], the present investigation led to a straightforward synthesis of hitherto unreported tetrahydropyrimidines with an adamantly group installed at position 3 by the reaction of in situ generated enaminoester, adamantanamine and formaldehyde and the results are presented herein. Scheme 1 Synthesis of 1,2,3,4-tetrahydropyrimidine derivatives 5a-j Table 1 Synthesis of dimethyl 3-((3s,5s,7s)-adamantan-1-yl)-1-(alkyl/aralkyl/aryl)-1,2,3,4-tetrahydropyrimidine-5,6-dicarboxylates (5a-j) …”

A Facile Microwave Assisted One‐pot Strategy for the Synthesis of Bis‐hexahydroquinazolin‐5(6H)‐ones

“…Prompted by the promising biological properties of 1,2,3,4,5,6,7,8-octahydroquinazolines, we have recently reported 10 a facile synthetic methodology for 1-aralkyl/aryl-3-alkyl/aralkyl/aryl-5-oxo-1,2,3,4,5,6,7,8-octahydroquinazolines and 1-aralkyl/aryl-3-alkyl/aralkyl/aryl-7,7-dimethyl-5-oxo-1,2,3,4,5,6,7,8-octahydroquinazolines. In continuation with our efforts on the synthesis of tetrahydropyrimidines [11][12][13][14] , we now report herein a facile one pot synthetic strategy for bis-1,2,3,4,7,8-hexahydroquinazolin-5(6H)-ones in which the two quinazoline rings are linked through flexible aliphatic chains or through rigid aromatic ring (Scheme 1).…”

A facile one-pot synthesis of tetrahydropyrimidines part 3 Synthesis of [alkanediylbis(3-alkyl/aralkyl/aryl-3,6-dihydropyrimidine-1,5(2H)-diyl)bis(arylmethanones) and [1,4-phenylenebis(3-phenyl-3,6-dihydropyrimidine-1,5(2H)-diyl)]bis(phenylmethanone)

“…However, in the course of our ongoing program aimed at developing synthetic strategies for 1,2,3,4-tetrahydropyrimidines in view of their biological properties, we have recently reported simple and convenient routes to 1-aralkyl/ aryl-3-alkyl/aralkyl/aryl-5-aroyl-1,2,3,4-tetrahydropyrimidines [1] and 1-aralkyl/aryl-3-alkyl/aralkyl/aryl-5-aroyl-6-methylthio-1,2,3,4-tetrahydropyrimidines [3]. As a part of this investigation, we now report a facile one-pot synthesis of [alkanediylbis (3-alkyl/aralkyl/aryl-3,6-dihydropyrimidine-1,5(2H)-diyl)]bis(arylmethanones) and [1,4-phenylenebis(3-phenyl-3,6-dihydropyrimidine-1,5(2H)-diyl)]bis(phenylmethanone) envisaging that molecules with two tetrahydropyrimidine rings linked through flexible aliphatic chains or through rigid aromatic chains could have enhanced biological activities.…”