2015•Organic Chemistry ResearchRequires access

A Simple and Efficient One-Pot Synthesis of 1,4-Dihydropyridine and Polyhydroquinoline Derivatives Using Phosphosulfonic Acid as a Heterogeneous Catalyst under Solvent-Free Conditions

Ali Reza Kiasat, Hossein Almasi, Seyyed Jafar Saghanezhad

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Abstract

Phosphosulfonic acid (PSA) was found to be an efficient catalyst for the one-pot three-component Hantzsch condensation reaction of arylaldehydes, ethylacetoacetate and ammonium acetate to afford the corresponding 1,4-dihydropyridine and polyhydroquinoline derivatives in high yields. PSA was also applied for the one-pot preparation of polyhydroquinolines via four-component reaction of arylaldehydes, ethylacetoacetates, dimedone and ammonium acetate. The main advantages of the present approach are short reaction times, clean reaction profiles, catalyst recyclability, and facile experimental and workup procedures.

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Phosphosulfonic acid (PSA) was found to be an efficient catalyst for the one-pot three-component Hantzsch condensation reaction of arylaldehydes, ethylacetoacetate and ammonium acetate to afford the corresponding 1,4-dihydropyridine and polyhydroquinoline derivatives in high yields. PSA was also applied for the one-pot preparation of polyhydroquinolines via four-component reaction of arylaldehydes, ethylacetoacetates, dimedone and ammonium acetate. The main advantages of the present approach are short reaction times, clean reaction profiles, catalyst recyclability, and facile experimental and workup procedures.

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Available abstract

Phosphosulfonic acid (PSA) was found to be an efficient catalyst for the one-pot three-component Hantzsch condensation reaction of arylaldehydes, ethylacetoacetate and ammonium acetate to afford the corresponding 1,4-dihydropyridine and polyhydroquinoline derivatives in high yields. PSA was also applied for the one-pot preparation of polyhydroquinolines via four-component reaction of arylaldehydes, ethylacetoacetates, dimedone and ammonium acetate. The main advantages of the present approach are short reaction times, clean reaction profiles, catalyst recyclability, and facile experimental and workup procedures.

Key concepts: Ammonium acetate, Dimedone, Catalysis, Chemistry, Organic chemistry, Reaction conditions, Component (thermodynamics), Condensation reaction

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A Simple and Efficient One-Pot Synthesis of 1,4-Dihydropyridine and Polyhydroquinoline Derivatives Using Phosphosulfonic Acid as a Heterogeneous Catalyst under Solvent-Free Conditions — Research Paper | ScholarLens