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Molecules 2002, 7(12), 907-916; doi:10.3390/71200907

Synthesis of 2-(5-Nitropyrid-2-yl)-3-(4-substitutedphenyl)aminoisoxazol-5(2H)-ones and Their Rearrangements to Imidazo[1,2-a]- pyridines and Indoles with Triethylamine

Chemistry Department, Urmia University, Urmia 57154, Iran
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Received: 2 September 2002 / Revised: 30 November 2002 / Accepted: 12 December 2002 / Published: 31 December 2002
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Abstract

3-(4-Substitutedphenyl)aminoisoxazol-5(2H)-ones, substituted on nitrogen with a nitropyridine group, react with triethylamine to give imidazo[1,2-a]pyridines and indoles. With 4-bromophenyl and 4-methylphenyl group substituents only imidazopyridines are formed, but the 4-methoxyphenyl derivative gave a 3:1 mixture of the corresponding imidazo[1,2-a]pyridine and 2-pyridylaminoindole, respectively.
Keywords: Isoxazolones; Base induced rearrangement; Imidazopyridines; Indoles Isoxazolones; Base induced rearrangement; Imidazopyridines; Indoles
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Khalafy, J.; Setamdideh, D.; Dilmaghani, K.A. Synthesis of 2-(5-Nitropyrid-2-yl)-3-(4-substitutedphenyl)aminoisoxazol-5(2H)-ones and Their Rearrangements to Imidazo[1,2-a]- pyridines and Indoles with Triethylamine. Molecules 2002, 7, 907-916.

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