An efficient approach for the synthesis of novel methyl sulfones in acetic acid mediumand evaluation of antimicrobial activity

Authors

GOLLAPUDI RAVI KUMAR
CHANDRA RAO DASIREDDY
RAVI VARALA
VIJAY KOTRA
HARI BABU BOLLIKOLLA

DOI

10.3906/kim-2003-10

Abstract

A series of nine methyl sulphones (3a-3i) starting from the aldehydes (1a-1i) were synthesized in two consecutive steps. In the first step, preparation of allyl alcohols (2a-2i) from their corresponding aldehydes by the reaction of sodium borohydride in methanol at room temperature is reported. Finally, methyl sulphones are synthesized by condensing sodium methyl sulfinates with allyl alcohols in the presence of BF$_{3}$.Et$_{2}$O in acetic acid medium at room temperature for about 2-3 h. The reaction conditions are simple, yields are high (85%-95%), and the products were obtained with good purity. All the synthesized compounds were characterized by their $^{1}$H, $^{13}$C NMR, and mass spectral analysis. All the title compounds were screened for antimicrobial activity. Among the compounds tested, the compound 3f has inhibited both Gram positive and Gram negative bacteria effectively and compound 3i has shown potent antifungal activity. These promising components may help to develop more potent drugs in the near future for the treatment of bacterial and fungal infections.

Keywords

BF3.OEt2, allyl alcohols, methyl sulphones, antibacterial, antifungal

First Page

1386

Last Page

1394

Recommended Citation

KUMAR, GOLLAPUDI RAVI; DASIREDDY, CHANDRA RAO; VARALA, RAVI; KOTRA, VIJAY; and BOLLIKOLLA, HARI BABU (2020) "An efficient approach for the synthesis of novel methyl sulfones in acetic acid mediumand evaluation of antimicrobial activity," Turkish Journal of Chemistry: Vol. 44: No. 5, Article 14. https://doi.org/10.3906/kim-2003-10
Available at: https://journals.tubitak.gov.tr/chem/vol44/iss5/14