9 Decarbonylative/Decarboxylative Borylation
Book
Editor: Fernández, E.
Title: Advances in Organoboron Chemistry towards Organic Synthesis
Print ISBN: 9783132429710; Online ISBN: 9783132429758; Book DOI: 10.1055/b-006-164898
1st edition © 2020. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
Organoboron species are versatile building blocks and have been widely used in the synthesis of bioactive molecules, natural products, and organic materials. Accordingly, approaches to access such compounds have been widely explored. Carboxylic acids, which are ubiquitous and abundant organic feedstocks, can be transformed into their borylated counterparts via several different catalytic or stoichiometric approaches. In this review, decarboxylative borylation reactions, which form a carbon–boron bond with elimination of carbon dioxide, are detailed in terms of reaction conditions, substrate scope, and experimental procedures.
Key words
decarboxylative borylation - decarbonylative borylation - decarboxylation - borylation - carboxylic acids - boronic acids - boronic acid esters - boronates - light-induced reaction - photoredox catalysis - nickel catalysis - copper catalysis - redox-activated esters - N-hydroxyphthalimides- 23 Li C, Wang J, Barton LM, Yu S, Tian M, Peters DS, Kumar M, Yu AW, Johnson KA, Chatterjee AK, Yan M, Baran PS. Science (Washington, D. C.) 2017; 356: 1045
- 24 Wang J, Shang M, Lundberg H, Feu KS, Hecker SJ, Qin T, Blackmond DG, Baran PS. ACS Catal. 2018; 8: 9537