Microwave-Assisted synthesis of 2,8-di(alkyl/ aryl)-4,6-dichloro-2,8-dihydropyrano[3,2-g] chromene-3,7-dicarbaldehydes and their antimicrobial activity

Rupireddy Venkataramana, Venkata Ramana Reddy Chittireddy, Dongamanti Ashok, Kudle Karunakar Rao

Abstract


A series of 2,8-di (alkyl/aryl) substituted bischromanone derivatives have been synthesized in one pot from 4,6 diacetyl resorcinol and aliphatic /aromatic aldehydes in the presence of pyrrolidine / piperidine under conventional heating and microwave irradiation. The 2,8-di (alkyl/ aryl) substituted bis chromanones were converted into a new series of 4, 6-dichloro and 3,7-dicarbaldehyde of 2,8-di (alkyl/ aryl) substituted bis chromenes using the Vilsmeier–Haack reagent. The structures of the compounds have been established on the basis of elemental analysis, IR, 1H NMR,13 C NMR and LCMS spectral data. All the synthesized compounds were evaluated for their antimicrobial activity. Some of the compounds showed very good activity compared to standard drugs against all pathogenic bacteria and fungi.


Keywords


bischromanone: bischromene; Vilsmeier–Haack reagent; microwave irradiation; antimicrobial activity

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DOI: https://doi.org/10.2298/JSC180127011V

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