One-Pot Solvent-Free Synthesis of Polyhydroquinolines Promoted by In/SiO2 Composite Catalyst

One-Pot Solvent-Free Synthesis of Polyhydroquinolines Promoted by In/SiO2 Composite Catalyst

Affeldt, Ricardo F.; Russowsky, Dennis

Abstract:

Hantzsch multicomponent reaction has been recognized as important synthetic method to access the 1,4-dihydropyridines (1,4-DHPs) with high atomic economy. These compounds exhibit a widerange of biological activities, specially as calcium channel blockers and useful drugs for the treatment of heart diseases. Polyhydroquinolines (PHQs) derivatives are structurally related compounds that can be obtained via a non-symmetrical Hantzsch reaction. The utilization of Lewis acid catalysts in these syntheses is an alternative to surpass drawbacks such as long reaction times, harsh conditions and low yields. Moreover, heterogeneous catalysts are of easy handling and fast isolation from the reaction, minimizing additional work-up procedures. In the present work we describe the preparation of a novel In/SiO2 composite and its application as heterogeneous Lewis acid catalyst in a solventless multicomponent Hantzsch reaction.

Hantzsch multicomponent reaction has been recognized as important synthetic method to access the 1,4-dihydropyridines (1,4-DHPs) with high atomic economy. These compounds exhibit a widerange of biological activities, specially as calcium channel blockers and useful drugs for the treatment of heart diseases. Polyhydroquinolines (PHQs) derivatives are structurally related compounds that can be obtained via a non-symmetrical Hantzsch reaction. The utilization of Lewis acid catalysts in these syntheses is an alternative to surpass drawbacks such as long reaction times, harsh conditions and low yields. Moreover, heterogeneous catalysts are of easy handling and fast isolation from the reaction, minimizing additional work-up procedures. In the present work we describe the preparation of a novel In/SiO2 composite and its application as heterogeneous Lewis acid catalyst in a solventless multicomponent Hantzsch reaction.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0156-2

Referências bibliográficas

• [1] 1 Trost, B. M. Science 1991, 254, 1471.
• [2] 2 Bossert, F. et al. Angew. Chem, Int. Ed. Engl. 1981, 20, 762.
• [3] 3 Antonyraj, C. A. et al. Appl. Catal. A: Gen. 2008, 338, 121.
• [4] 4 Hench L. L.; West, J. K. Chem.Rev.1990, 90, 33.

Como citar:

Affeldt, Ricardo F.; Russowsky, Dennis; "One-Pot Solvent-Free Synthesis of Polyhydroquinolines Promoted by In/SiO2 Composite Catalyst", p-156-156. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0156-2