Synthesis and in vitro and in vivo anticancer activity of novel phenylmethylene bis-isoxazolo[4,5-b]azepines

Green Chemistry Approach to Fast and Highly Efficient One-Pot Synthesis of Bis-Isoxazolyl-1,2,5,6-Tetrahydro Pyridine-3-Carboxylates

“…Literature search on the synthesis of tetrahydropyridines provide only few previous reports which utilizes the primary amine, aromatic aldehydes and β-diketones [27][28][29][30][31][32][33][34] for their synthesis. Therefore, we have further investigated this molecule of interest using greener approach and in search of better alternative over reported methods.…”

“…Isoxazoles are potent analgesic, anti-inflammatory [16], antimicrobial [17], COX-2 inhibitory [18], antitubercular [19], anticonvulsant [20], and anticancer agents [21]. In continuation of our studies on the synthesis of biologically important heterocyclic compounds [22][23][24][25][26], in the present work we have designed the synthesis of a novel tetrahydropyridine derivatives incorporated with isoxazole moiety utilizing an eco-friendly, reusable and inexpensive ionic liquid as solvent as well as a catalyst.…”

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“…Over the last decade, 2, 4, 5-trisubstituted imidazoles have been synthesized using onepot three-component compression of an aldehyde and ammonium acetate with an αhydroxy ketone, or an α-keto-oxime, or a 1, 2dicarbonyl compound by using various catalyst such as ionic liquids [7,8], Lewis acids [9,10], protic acids [11][12][13], and other catalysts [14][15][16][17]. However, most of these methodologies are associated with low yields, high temperature requirement, longer reaction time, highly acidic conditions, use of expensive reagents and catalysts, requirement of large amount of catalysts, use of harmful solvents, formation of toxic wastes and tedious work-up [8].…”

A fast and highly efficient one-pot synthesis of novel isoxazolyl pyrido[2,3-b][1,4]oxazin-2(3H)-ones via Smiles rearrangement using task-specific ionic liquid [HMIm]BF4as green solvent

“…Hence, an efficient and mild synthesis is needed for contemporary chemical synthesis of pyrido-1,4-oxazines. In our continuing efforts to utilize ionic liquids as environmentally attractive media, for the synthesis and catalytic processes, we have some interest in the synthesis of different heterocycles carrying isoxazole moiety (30)(31)(32). As a sequel to our investigations on multi-component synthesis (33)(34)(35)(36), as well as green synthesis, we, herein, report for the first time a simple and efficient one-pot synthesis of isoxazolyl pyrido-1,4-oxazinones from isoxazole amine, chloroacetyl chloride, and 2-chloro-3-hydroxypyridine via Smiles rearrangement promoted by the Brønsted acidic IL, 1-methyl imidazolium tetraflouroborate [HMIm]BF 4 , as a solvent and catalyst, under mild conditions.…”