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Suzuki-Miyaura cross-coupling of potassium dioxolanylethyltrifluoroborate and aryl/heteroaryl chlorides.

Organic letters (2013-03-16)
Nicolas Fleury-Brégeot, Daniel Oehlrich, Frederik Rombouts, Gary A Molander
RÉSUMÉ

A robust and efficient protocol for the introduction of the dioxolanylethyl moiety onto various aryl and heteroaryl halides has been developed, providing cross-coupling yields up to 93%. Copper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride provides the key organotrifluoroborate reagent.

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Sigma-Aldrich
2-(2-Bromoethyl)-1,3-dioxolane, 96%