Design and synthesis of benzylpyrazolyl coumarin derivatives via a four-component reaction in water: investigation of the weak interactions accumulating in the crystal structure of a signified compound

Ca(II)-catalyzed, one-pot four component synthesis of functionally embellished benzylpyrazolyl coumarins in water

“…7 In view of their biological activities and structural features, a new hybrid molecule (benzylpyrazolylcoumarins) has been designed by combining 3-benzylcoumarins and pyrazolones for the improved activity. [8][9][10] Till date there are only three reports available on the synthesis of these benzylpyrazolylcoumarins. [8][9][10] The first report describes the usage of glacial acetic acid in water under reflux conditions, 8 second one is ZrO 2 nanoparticles catalyzed synthesis 9 and the last one is ZnO nanoparticles as the catalyst.…”

“…[8][9][10] Till date there are only three reports available on the synthesis of these benzylpyrazolylcoumarins. [8][9][10] The first report describes the usage of glacial acetic acid in water under reflux conditions, 8 second one is ZrO 2 nanoparticles catalyzed synthesis 9 and the last one is ZnO nanoparticles as the catalyst. 10 Owing to the wide natural abundance, stability, inexpensive and non-toxic natures alkaline earth metal catalysts (especially calcium salts bearing a hard conjugate base such as triflate ion) have been demonstrated as an alternative to transition…”

“…In order to circumvent this undesired product (6a), we conducted several experiments and isolated the intermediates 5A, 5B and 5C (Scheme 2), based on the isolated intermediates (also literature reports), 8,9 we propose that there could be two reaction pathways existing for the formation of 4-((4-hydroxy-2-oxo-2H-chromen-3-yl)(phenyl)methyl)-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one 5 (benzylpyrazolyl coumarin). .…”

Coumarin heterocyclic derivatives: chemical synthesis and biological activity

“…106 Recently, a four-component reaction leading to substituted benzylpyrazolyl coumarin derivatives 126 from 4-hydroxycoumarin 26, ethyl acetoacetate 17, hydrazine and aromatic aldehydes has been reported (Scheme 40). 107 Fieen examples were prepared in very good yields when the reaction mixture was reuxed in 10 mol% glacial acetic acid in aqueous medium.…”

One-pot synthesis and in vivo biological evaluation of new pyrimidine privileged scaffolds as potent anti-inflammatory agents

“…In today's synthetic organic chemistry, multicomponent reactions (MCRs) are used effectively and efficiently in sustainable and diversity-oriented synthesis of heterocycles [37]. These reactions play a crucial role in synthetic organic chemistry, having the ability to form carbon-carbon and carbon-heteroatom bonds [38].…”