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Solvent‐Free One‐Pot Tandem Multicomponent Synthesis of Triazolothiadiazinyl Coumarins and Their Antimicrobial Properties
Author(s) -
Vaarla Krishnaiah,
Pavurala Sreenu,
Arandkar Varun,
Vedula Rajeswar Rao,
Toopurani Murali Krishna
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900655
Subject(s) - antimicrobial , chemistry , coumarin , tandem , solvent , gram , stereochemistry , combinatorial chemistry , organic chemistry , bacteria , materials science , composite material , biology , genetics
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.