A clean and efficient synthesis of 5-(2′-fluoro-2′,3′-dimethylbutan-3′-yl) substituted 1,2,4-oxadiazoles using silver tetrafluoroborate as a fluorodesulfurization reagent

Hemming, Karl, Morgan, Dexter T. and Smalley, Robert K. (2000) A clean and efficient synthesis of 5-(2′-fluoro-2′,3′-dimethylbutan-3′-yl) substituted 1,2,4-oxadiazoles using silver tetrafluoroborate as a fluorodesulfurization reagent. Journal of Fluorine Chemistry, 106 (1). pp. 83-86. ISSN 00221139

Abstract

5-Ethylthio-6,6,7,7-tetramethyl substituted 4-oxa-1,3-diazabicyclo[3.2.0]hept-2-enes undergo fluorodesulfurization with silver tetrafluoroborate to furnish high yields of 5-(2′-fluoro-2′,3′-dimethylbutan-3′-yl) substituted 1,2,4-oxadiazoles. Ethylthio substituted 1,2,4-triaza- and 1,3-diaza-bicyclo[3.2.0]hept-2-enes behave in a similar fashion to yield 5-(2′-fluoro-2′,3′-dimethylbutan-3′-yl) substituted 1,2,4-triazoles and imidazoles, respectively.

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