Microwave-Assisted Combinatorial Synthesis of Hexa-Substituted 1,4-Dihydropyridines Scaffolds Using One-Pot Two-Step Multicomponent Reaction followed by a S-Alkylation

Citations Over TimeTop 10% of 2008 papers

Abstract

A sequential one-pot two-step protocol for microwave-assisted synthesis of Hantzsch-type hexa-substituted 1,4-dihydropyridines has been developed. The three-component reactions of beta-aroylthioamides with aldehydes and acetonitrile derivatives produce the intermediates in situ followed by a S-alkylation to afford hexa-substituted 1,4-dihydropyridines. The reaction presumably proceeds via a Knoevenagel condensation-Michael addition-cyclocondensation-rearrangement-S N2 reaction sequence. Target compounds were obtained in high yields and simply purified by recrystallization. The novel method is complementary to the classical Hantzsch synthesis in that it is well-suited to the preparation of hexa-substituted 1,4-dihydropyridines.

Related Papers

• → Observation and manipulation of hexa-adamantyl-hexa-benzocoronene molecules by low temperature scanning tunneling microscopy(2014)11 cited
• → Relationship between Hexenuronic Acid and Brightness Reversion of ECF-bleached Hardwood Kraft Pulp Part 1(2010)2 cited
• Synthesis of Hexa(p-tert-butyl)hexa(carboxylic acid)calix[6]arene from Hexa(p-tert-butyl)hexa(ethyl ester)calix[6]arene(2016)
• → (2011)1 cited
• → (2012)