A series of new coumarin, quinolinone and benzyl linked 1,2,3‐triazole derivatives have been synthesized and screened for their anti‐bacterial and anti‐fungal activities. Results of bioassay indicate that, compounds containing chloro and methoxy substituents in coumarin (6 j), chloro substitution in quinolinone (7 g) and 3‐chloro benzyl analogue (8 f) exhibit excellent anti‐bacterial activities. The results of anti‐fungal activities also reveal that methoxy and chloro substituted coumarins (6 e and 6 j) were highly active against yeast strains. In addition, chloro and methyl substituted coumarins (6 h and 6 i) were also exhibited excellent activity. Further, methyl substituted quinolinone with chloro substituted coumarin (7 f) was found to highly active against yeast fungi and filamentous strain A.niger. It is evident from the results obtained and SAR studies that electron withdrawing or donating character of the substituents do not seem to be a major factor in increasing or decreasing anti‐microbial activity.

1‐Aryltriazenes, the protected and more stable form of aryl‐diazonium species, can be conveniently unmasked with Brønsted acidic‐IL or Sc(OTf)3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one‐pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.

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A green C−H bond activation of azole based bio‐pertinent substrates such as benzoxazole, benzothiazole, benzimidazole are accomplished using readily prepared 1‐aryltriazenes as arylating agent. Under an optimized condition employing Pd(OAc)2 and CuI in either hydrophilic [Bmim][BF4] or hydrophobic [Bmim][PF6] IL medium with [BMIM(SO3H)][OTf] as a promoter, these arylation reactions proceeded smoothly to afford 2‐aryl substituted azoles in acceptable to better yields besides noticeable functional group tolerance. The prospective for recovery and re‐use of ionic liquid solvent is demonstrated.

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