Faculty Publications
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Item Synthesis of hybrid polycycles containing fused hydroxy benzofuran and 1H-indazoles via a domino cyclization reaction(Royal Society of Chemistry, 2019) Janardhanan, J.C.; James, K.; Puthuvakkal, A.; Bhaskaran, R.P.; Suresh, C.H.; Praveen, V.K.; Manoj, N.; Babu, B.P.A stoichiometry controlled domino cyclization reaction of hydrazone and p-benzoquinone to an angularly fused 3H-benzofuro[3,2-e]indazole core with an embedded oxygenated dibenzofuran framework under mild reaction conditions is disclosed. The reaction involves palladium catalyzed 5-hydroxy-1H-indazole formation followed by TFA mediated [3+2] annulation between the in situ formed 5-hydroxy-1H-indazole and p-benzoquinone. The developed method is attractive because of the concomitant formation of two heterocyclic rings with consecutive multiple bond forming events that include two C-C, one C-N and one C-O bonds. Spectroscopic and theoretical studies of the blue emissive benzofuroindazole derivatives have also been described. © 2019 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.Item Metal-Free Bisamidation of N-Tosylhydrazones with Carboxylic Acids Promoted by Tetrabutylammonium Iodide and tert-Butyl Hydroperoxide(American Chemical Society, 2024) Shamnad, A.; Nayak, K.H.; Babu, B.P.A versatile reaction between N-tosylhydrazones and carboxylic acids to access bisamides is reported. This metal-free, room-temperature reaction was catalyzed by TBAI, while TBHP served as the oxidant. Broad substrate scope and good functional group tolerance are the key features of the strategy. Subsequent intramolecular N-arylation of suitably substituted bisamides readily afforded functionalized 3-indazolones. © 2024 American Chemical SocietyItem Base-promoted multicomponent synthesis of 1,2,4-triazole-based hybrids from 1,3-diones, β-nitrostyrenes, and hydrazones(Royal Society of Chemistry, 2024) Sreelekha, M.K.; Jijin, R.K.; Nayak, K.H.; Babu, B.P.Herein, we report a metal-free, base-promoted route for the synthesis of hybrid molecular scaffolds in which various 1,3-diones and 1,2,4-triazoles are linked by a benzyl bridge. This three-component, one-pot reaction was accomplished by first treating 4-hydroxycoumarin, trans-β-nitrostyrene, and aldehyde hydrazone in the presence of sodium carbonate. Further, this protocol was successfully expanded to other 1,3-diones, such as dimedone and 4-hydroxy-2-quinolone. A broad substrate scope, mild reaction conditions, and the metal and ligand/additive-free approach are the prominent features of this strategy. © 2024 The Royal Society of Chemistry.