Solvent‐Free One‐Pot Tandem Multicomponent Synthesis of Triazolothiadiazinyl Coumarins and Their Antimicrobial Properties. Issue 19 (22nd May 2019)

• Record Type: Journal Article
• Authors: Vaarla, Krishnaiah; Pavurala, Sreenu; Arandkar, Varun; Vedula, Rajeswar Rao; Toopurani, Murali Krishna
• Is Part Of: ChemistrySelect. Volume 4:Issue 19(2019)
• Page Start: 5828
• Page End: 5834
• Publication Date: 2019-05-22
• Subjects: Antimicrobial activity -- 3-(2-Bromoacetyl)coumarins -- Multicomponent reactions -- Thiocarbohydrazide -- Triazolo-thiadiazines.; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201900655
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Here, we report the synthesis, characterization and antimicrobial activity evaluation of a series of triazolo‐thiadiazinyl coumarin derivatives 4 (a–j) and 6 (a–j ). The triazolo thiadiazinyl coumarins were synthesized in a facile tandem solvent free one‐pot multi component reaction approach by taking various aliphatic/ aromatic/ heterocyclic carboxylic acids 1 (a–c) and 5 (a&b ), Thiocarbohydrazide (2 ) and substituted 3‐(2‐bromoacetyl)coumarins 3 (a–h ). The newly synthesized molecules were confirmed on the basis of physical, analytical and single crystal X‐ray diffraction data. The triazolo thiadiazinyl coumarins exhibited excellent antimicrobial activity against Gram positive, Gram negative and fungi microbial strains. Among the tested compounds, compounds 4 f (6‐Bromo), 4 g (6, 8‐Dibromo), 6e (6, 8‐Dichloro), 6 f (6‐Bromo) and 6 g (6, 8‐Dibromo) exhibited potent antimicrobial activity at 25 μg / mL concentration against Gram positive and Gram negative bacterial strains. Abstract : A series of triazolo‐thiadiazinyl coumarin derivatives 4 (a–j) and 6 (a–j) were synthesized via a facile tandem solvent free one‐pot multi component reaction approach by taking various aliphatic/ aromatic/ heterocyclic carboxylic acids 1 (a–c) and 5 (a&b), Thiocarbohydrazide (2 ) and substituted 3‐(2‐bromoacetyl)coumarins 3 (a–h). The newly synthesized molecules were confirmed on the basis of physical, analytical and single crystal X‐ray diffraction data. The triazolo thiadiazinyl coumarins exhibited excellent antimicrobial activity against Gram positive, Gram negative and fungi microbial strains.