title: Synthesis of Benzyl-, Allyl-, and Allenyl-boronates via Copper-Catalyzed Borylation of Alcohols.
abstract: Alcohols are among the most abundant and readily available organic feedstocks in industrial processes. The direct catalytic functionalization of sp3C-O bonds of alcohols remains the main challenge in this field. Here, we report a copper-catalyzed synthesis of benzyl-, allyl-, and allenyl-boronates from benzylic, allylic, and propargylic alcohols, respectively. This protocol exhibits a broad reaction scope (40 examples) and high efficiency (up to 95% yield) under mild conditions, including for the preparation of secondary allylic boronates. Preliminarily mechanistic studies suggest that nucleophilic substitution is involved in this reaction.
authors.affiliation: Institut für Anorganische Chemie, and Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg , Am Hubland, 97074 Würzburg, Germany.
authors.forename: Lujia
authors.initials: L
authors.lastname: Mao
authors.affiliation: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University , SE-10691 Stockholm, Sweden.
authors.forename: Kálmán J
authors.identifier: 0000-0002-9349-7137
authors.initials: KJ
authors.lastname: Szabó
authors.affiliation: Institut für Anorganische Chemie, and Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg , Am Hubland, 97074 Würzburg, Germany.
authors.forename: Todd B
authors.identifier: 0000-0002-9990-0169
authors.initials: TB
authors.lastname: Marder