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

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

J. Khalafy* email, D. Setamdideh and K. Akbari Dilmaghani
Chemistry Department, Urmia University, Urmia 57154, Iran
* Author to whom correspondence should be addressed.
Received: 2 September 2002; in revised form: 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

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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.

AMA Style

Khalafy J, Setamdideh D, Dilmaghani KA. 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(12):907-916.

Chicago/Turabian Style

Khalafy, J.; Setamdideh, D.; Dilmaghani, K. A. 2002. "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 7, no. 12: 907-916.

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