A Mild and Efficient Synthesis of Novel Isoxazolyl-Benzo[d]Pyrazino[2,1-b] [1,3]Oxazoles

Synthesis of novel 2‐3‐methyl‐5‐[(E)‐2‐aryl‐1‐ethenyl]‐4‐isoxazolyl‐4,10a‐diaryl‐1,10a‐dihydro‐2H‐benzo[d]pyrazino[2,1‐b][1,3]oxazoles 5 were simply achieved by the reaction of 2‐[3‐methyl‐5‐[(E)‐2‐aryl‐1‐ethenyl]‐4‐isoxazolyl(2‐oxo‐2‐arylethyl)amino]‐1‐aryl‐1‐ethanones 3 with o‐aminophenol 4 in the...

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Published in:Journal of heterocyclic chemistry 2015-07, Vol.52 (4), p.1007-1013
Main Authors: Rajanarendar, Eligeti, Venkateshwarlu, Paka, Ramakrishna, Saini, Nagaraju, Dharavath
Format: Article
Language:English
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Summary:Synthesis of novel 2‐3‐methyl‐5‐[(E)‐2‐aryl‐1‐ethenyl]‐4‐isoxazolyl‐4,10a‐diaryl‐1,10a‐dihydro‐2H‐benzo[d]pyrazino[2,1‐b][1,3]oxazoles 5 were simply achieved by the reaction of 2‐[3‐methyl‐5‐[(E)‐2‐aryl‐1‐ethenyl]‐4‐isoxazolyl(2‐oxo‐2‐arylethyl)amino]‐1‐aryl‐1‐ethanones 3 with o‐aminophenol 4 in the presence of CAN catalyst. The intermediates, 2‐[3‐methyl‐5‐[(E)‐2‐aryl‐1‐ethenyl]‐4‐isoxazolyl(2‐oxo‐2‐arylethyl)amino]‐1‐aryl‐1‐ethanones 3, were prepared by the reaction of 4‐amino‐3‐methyl‐5‐styrylisoxazole 1, with phenacylbromides 2 in ethanol in the presence of K2CO3. The structures of the newly synthesized compounds 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k, 3l and 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l have been confirmed by analytical and spectral data.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2064