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
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cited_by cdi_FETCH-LOGICAL-c4054-ec3e7203c2951ca51d68ec3ce1fdc4cbdb90d52a8a3c1dc3b94dd09c4286d3f23
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container_title Journal of heterocyclic chemistry
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creator Rajanarendar, Eligeti
Venkateshwarlu, Paka
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description 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.
doi_str_mv 10.1002/jhet.2064
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title A Mild and Efficient Synthesis of Novel Isoxazolyl-Benzo[d]Pyrazino[2,1-b] [1,3]Oxazoles
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