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Synthesis 2006(9): 1485-1493
DOI: 10.1055/s-2006-926443
DOI: 10.1055/s-2006-926443
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Novel 3-Amino-5-trifluoromethylazoles: A Convenient Method of Obtaining N-(Azol-3-yl)amines
Further Information
Publication History
Received
23 September 2005
Publication Date:
11 April 2006 (online)


Abstract
A convenient method to obtain 10 3-amino-5-trifluoromethyl-5-hydroxy-4,5-dihydroisoxazoles and 18 3-amino-5-trifluoromethyl-1H-pyrazoles by cyclocondensation reaction of 4-amino-4-ethoxy-1,1,1,-trifluorobut-3-en-2-ones [CF3COCH=C(OEt)NHR, where R = H, Me, Et, CH2CH2OH, CMe2Et, CH2Ph, Ph, 4-NH2C6H4, 4-AcC6H4, 4-NO2C6H4, 5-methylisoxazol-3-yl, thiazol-2-yl, CH2CO2Et, CH(Ph)CO2Me, CH(i-Bu)CO2Et] with hydroxylamine, hydrazine and phenylhydrazine is reported.
Key words
isoxazoles - pyrazoles - enones - amines - azolylation