10 Borylation Reactions in Water

Abstract

Organoboron compounds are integral to modern synthetic organic chemistry as their C–B linkages undergo a range of chemical transformations. Their privileged position is underpinned by their versatile transformability with retention of stereochemistry, as well as their non-toxic nature and excellent functional-group tolerance. Although water has become a common medium in the reaction of organoboron compounds, such as Suzuki–Miyaura couplings, C–B bond formations in aqueous media have emerged only recently. This chapter offers an overview of recent developments across the broad landscape of organoboron chemistry, using solvent amounts of water and covering a range of C–B bond-formation processes, including enantioselective reactions.

Schlüsselwörter

water - aqueous - bis(pinacolato)diboron - tetrahydroxydiboron - Miyaura borylation - photolysis - photoredox - visible light - arenediazonium salts - diazo compounds - arylboronates - vinylboronates - allylboronates - alkylboronates - boranes - reductive borylation - hydroboration - ring opening - decarboxylation - photopolymerization - conjugate addition - 1,6-addition - asymmetric synthesis - palladium - copper - photocatalysis - N-heterocyclic carbenes (NHC) - porphyrins - directed evolution - cytochrome - surfactants - heterogeneous catalysis - continuous flow

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