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Benzo[ b ]indeno[1,2- e ][1,4]thiazin-11(10 aH )-ones  8a – h  were synthesized regioselectively  via  cyclocondensation of 2,5-dibromo-2-(substitutedphenyl)-1 H -indene-1,3(2 H )-diones  4a – c  and 2-aminobenzenethiols  7a – e  using freshly dried EtOH as solvent with 42–60% yields. The synthesized derivatives were well-characterized by employing different spectral techniques (FTIR,  1 H and  13 C NMR, and HRMS) and X-ray crystallographic analysis. All the derivatives were examined for their preliminary  in vitro  antimicrobial activity against two Gram-positive bacterial strains, i.e.,  Bacillus subtilis , and  Staphylococcus aureus , two Gram-negative bacterial strains, i.e.,  Pseudomonas aeruginosa  and  Escherichia coli , and two fungal strains, i.e.,  Candida albicans  and  Rhizopus oryzae  employing serial dilution method taking Ciprofloxacin and Fluconazole as standard reference drugs for antibacterial and antifungal activities, respectively. Among all the tested derivatives,  8h  was found to exhibit significant inhibition against all the microbial strains under study.

Regioselective synthesis of benzo[ b ]indeno[1,2- e ][1,4]thiazin-11(10 aH )-ones and antimicrobial evaluation thereof