“Green” Synthesis of Substituted Tetraketones with Prominent Bactericide Effect-Reference-Cited by-同舟云学术

“Green” Synthesis of Substituted Tetraketones with Prominent Bactericide Effect

Published:2024-07-29 Issue: Volume:28 Page:
ISSN:1385-2728
Container-title:Current Organic Chemistry
language:en
Short-container-title:COC

Author:

Muniz Roosenilson¹,Matos Mateus J.¹,de Oliveira Alex de N.¹,Porto André L.M.²,Pokutsa Alexander³,Oliveira Francisco F.¹,Jimenez David E. Q.¹,Ferreira Irlon M.¹

Affiliation:

1. Laboratório de Biocatálise e Síntese Orgânica Aplicada, Universidade Federal do Amapá, Rodovia Juscelino Kubitschek de Oliveira Km 02, Bairro Zerão, 68902-280, Macapá, AP, Brazil

2. Laboratório de Química Orgânica e Biocatálise, InstitutFo de Química de São Carlos, Universidade de São Paulo, Av. João Dagnone, Ed. Professor Douglas Wagner Franco, J. Santa Angelina, 1100, 13563-120 São Carlos-SP, Brazil

3. Department of Physical Chemistry of Fossil Fuels, Institute of Physical Organic Chemistry and Chemistry of Coal NAS of Ukraine, Naukova Str., 3A, Lviv 79060, Ukraine

Abstract

Abstract: Effective and “green” synthesis of tetraketone derivatives was elaborated. The last compounds developed prominent bactericide activity against both MIC and MBC S. aureus (ATCC-6538P) bacteria. The novelty of this approach is concluded in the application of Al(OH)3 catalyst for the Knoevenagel-Michael cascade reaction of aromatic aldehydes and 1,3-cyclic diketones in water. The process is chemoselective and affords high yield of tetraketones under benign conditions. The catalyst maintained 80% of initial activity within four cycles. The proposed method can be regarded as an alternative to the existing syntheses of biologically active tetraketones that utilize homogeneous and expensive heterogeneous catalysts. result: The reaction is chemoselective and gives high yields of tetraketones under mild conditions. The catalyst maintained 80% yield until the third reuse cycle.

Publisher

Bentham Science Publishers Ltd.