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Elsevier, Tetrahedron Letters, 3(41), p. 293-297

DOI: 10.1016/s0040-4039(99)02047-x

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

Journal article published in 2000 by Marcos A. P. Martins ORCID, Alex F. C. Flores ORCID, Giovani P. Bastos, Adilson Sinhorin ORCID, Helio G. Bonacorso, Nilo Zanatta
This paper is available in a repository.
This paper is available in a repository.

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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.