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Alkyne Cycloadditions Mediated by Tetrabutylammonium Fluoride: A Unified and Diversifiable Route to Isoxazolines and Pyrazolines

Edith Nagy and Salvatore D. Lepore*

*Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431-0991, United States, Email: sleporefau.edu

E. Nagy, S. D. Lepore, Org. Lett., 2017, 19, 3695-3698.

DOI: 10.1021/acs.orglett.7b01401 (free Supporting Information)


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Abstract

The use of tetrabutylammonium fluoride (TBAF) enables a versatile approach to isoxazolines and pyrazolines by the cyclization of alkyne substrates under mild reaction conditions. A deprotection/functionalization method is described, leading to a substituted pyrazoline in good diastereoselectivity.

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Key Words

3-isoxazolines, 3-pyrazolines


ID: J54-Y2017