A convenient one-pot synthesis of 5-carboxyisoxazoles: trichloromethyl group as a carboxyl group precursor

…, GP Bastos, A Sinhorin, HG Bonacorso, N Zanatta

Index: Martins, Marcos A. P.; Flores, Alex F. C.; Bastos, Giovani P.; Sinhorin, Adilson; Bonacorso, Helio G.; Zanatta, Nilo Tetrahedron Letters, 2000 , vol. 41, # 3 p. 293 - 297

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Citation Number: 69

Abstract

The one-pot synthesis of ten 5-carboxyisoxazoles from the cyclocondensation of β- alkoxyvinyl trichloromethyl ketones [CCl3C (O) C (R2) C (R1) OR, where R1, R2= H, Me and R= Me, Et] and 2-trichloroacetyl cyclohexanone with hydroxylamine is reported. This work shows that the trichloromethyl group attached to β-alkoxyvinyl trichloromethyl ketones (a heterocyclic CCC building block) is an excellent carboxyl group precursor.