Microwave enhanced solid support synthesis of fluorine containing benzopyrano-triazolo-thiadiazepines as potent anti-fungal agents.
A facile, dry media procedure has been developed for the synthesis of a series of a new class of fluorine containing 3-alkyl-7-chloro-11a,12-dihydro-11-phenyl-12-(substituted aryl)-11H-benzopyrano[4,3-e][1,2,4]-triazolo[3,4-b][1,3,4]-thiadiazepines (4a-k) under microwaves using basic alumina as solid support. The reaction time has been brought down from hours (60-65 h) to minutes (3-5 min) with improved yield as compared to conventional method, demonstrating the versatility of the process. The method reported herein is devoid of the hazards of solution-phase reactions. The synthesized compounds have been screened 'in vitro' for anti-fungal activity against Rhizoctonia solani, Fusarium oxysporum and Collectotrichum capsici. Most of the compounds have shown good activity against these pathogens.
Dandia
Anshu
A
Department of Chemistry, University of Rajasthan, Jaipur, India. dranshudandia@eth.net
Singh
Ruby
R
Khaturia
Sarita
S
D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry; D005670:Fusarium / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D012232:Rhizoctonia / Q000187:drug effects; D013329:Structure-Activity Relationship; D013841:Thiazepines / Q000138:chemical synthesis / Q000494:pharmacology*; D014230:Triazoles / Q000138:chemical synthesis / Q000494:pharmacology*
D000935:Antifungal Agents; D001578:Benzopyrans; D013841:Thiazepines; D014230:Triazoles; D005461:Fluorine