Selective Synthesis of 3‐(α,α‐Dibromoacetyl)‐4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one as an Excellent Precursor for the Synthesis of 2‐Substituted 4‐(4‐Hydroxy‐6‐methyl‐2H‐2‐oxopyran‐3‐yl)thiazoles as Antimicrobial and Antifungal Agents

A selective synthesis of 3‐(α,α‐dibromoacetyl)‐4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one (3) has been achieved by bromination of DHA using CuBr2/CHCl3‐EtOAc. The reaction of 3 with different thioureas/thiomides/thiosemicarbazide offers a convenient and efficient method for the syntheses of 2‐substituted 4‐(...

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Veröffentlicht in:Journal of heterocyclic chemistry 2018-04, Vol.55 (4), p.899-906
Hauptverfasser: Kapoor, Jitander K., Prakash, Richa, Kumar, Ajay, Saini, Deepika, Arora, Loveena
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Sprache:eng
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Zusammenfassung:A selective synthesis of 3‐(α,α‐dibromoacetyl)‐4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one (3) has been achieved by bromination of DHA using CuBr2/CHCl3‐EtOAc. The reaction of 3 with different thioureas/thiomides/thiosemicarbazide offers a convenient and efficient method for the syntheses of 2‐substituted 4‐(4‐hydroxy‐6‐methyl‐2H‐2‐oxopyran‐3‐yl)thiazoles. These thiazoles were evaluated for their antimicrobial and antifungal activity.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3116