ChemInform Abstract: Electrochemical Synthesis of Potassium Aryltrifluoroborates.

Abstract

Electrochemical Synthesis of Potassium Aryltrifluoroborates. -The method is applied to the synthesis of compound (VI), a fragment of the natural product combretastatin D2. -(NASCIMENTO, W.; OLIVEIRA, J. L.; FREITAS, J. C. R.; NAVARRO, M.; MENEZES*, P. H.; Synthesis 46 (2014) 19, 2579-2584, http://dx.

Electrochemical synthesis and transformation of organoboron compounds

“…mides with triisopropyl borates and subsequent in situ treatment with potassium hydrogen difluoride (Scheme 2c). 8 Generally, these transformations proceeded via similar mechanisms. Organic halides were reduced at the cathode to form carbanions, which further reacted with boron electrophiles to produce organoboron compounds.…”

Electroreduction strategy: a sustainable tool for the generation of aryl radicals

“…Based on these finding, Menezes et al utilized a well-established electroreductive borylation strategy to complete the construction of potassium aryltrifluoroborates in a one-pot two-step process in moderate yields (Scheme 8). 32 In 2019, Mo et al developed a sustainable electroreductive strategy for the dehalogenative radical borylation of aryl iodides with B 2 pin 2 , allowing access to arylboronic esters without any chemical reductants, transition-metal catalysts, or sacrificial reagents in an undivided cell (Scheme 9). 33 Mechanistically, the aryl radical I verified by the EPR experiment is initially generated from an aryl iodide via cathodic reduction and dehalogenation.…”