Radical hydroboration for the synthesis of organoboron compounds

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(32), P. 4275 - 4289

Published: Jan. 1, 2024

This review describes the recent research on radical hydroboration, which covers different boron sources including N-heterocyclic carbene borane, bis(pinacolato)diboron and pinacolborane, as well strategies in boryl generation.

Language: Английский

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Electrochemical synthesis of allenyl silanes and allenyl boronic esters

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 17, 2025

Allenyl silanes and boronates are pivotal building blocks in organic synthesis. Nevertheless, their synthesis requires the manipulation of transition metal or highly reactive species. Hence, development more sustainable protocol is sought after. Here we show electrochemical allenyl boronic esters. This catalyst-free method proceeds under mild reaction conditions. The for shows an excellent efficiency a good functional group tolerance. isolated yields (28 examples, 45-95% yields) without use catalyst A similar developed boronates, which obtained low to moderate (13 5-55% yields). Finally, mechanism based on oxidative generation silyl boryl radicals suggested access these classes allenes.

Language: Английский

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Electrochemical-induced hydrofunctionalizations of alkenes and alkynes

Chemical Synthesis, Journal Year: 2024, Volume and Issue: 4(1)

Published: March 1, 2024

The hydrofunctionalizations of readily available alkenes and alkynes are one the most effective useful routes to afford diverse value-added compounds. Although traditional hydrofunctionalization strategies catalyzed by metal catalysts present convenient approaches, they also accompanied resource consumption environmental crisis. Electrosynthesis, as a renewable sustainable technology, has become cost- atom-efficient synthetic route. In this review, electrochemical-induced summarized presented. each section, electrochemical strategy access hydrogenation other (hydroboration, hydrosilylation, hydroalkylation, hydroalkoxylation, hydrocyanation, hydrocarboxylation, etc. ) products elaborated in detail separately. Finally, current challenges prospects for unsaturated carbon‒carbon (C‒C) bonds discussed briefly.

Language: Английский

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Electrochemical Annulation of ortho‐Alkynylbiphenyls to Fused Sulfenyl Phenanthrenes and Spiro Cyclohexenone Indenes

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(1), P. 18 - 23

Published: Nov. 21, 2023

Abstract Here, we present an electrochemically induced synthesis of 9‐sulfenylarylphenanthrenes and 3’‐sulfenylarylspiro‐cyclohexa[4.5]trienones starting from o ‐alkynylbiphenyls diaryl disulfides. This method was accomplished through constant current electrolysis 10 mA in undivided cell setup by utilizing CH 3 CN as a solvent LiClO 4 electrolyte at room temperature. Notably, the strategy enabled formation sulfenylphenanthrenes sulfenyl spiro cyclohexa[4.5]trienones 70%–95% yield. Scale‐up synthesis, mechanistic studies, cyclic voltammetry have also been carried out.

Language: Английский

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Pd-Catalyzed Hydroboration of Vinylarenes with B₂pin₂

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 9056 - 9062

Published: June 10, 2024

A palladium(II)-catalyzed Markovnikov hydroboration of aryl alkenes with readily available bis(pinacolato)diboron (B2pin2) is reported. The reaction proceeded low catalyst loading (0.5 mol %) in the absence N- or P-containing ligands, affording products up to 90% yield. Trifluoracetic acid serves as hydrogen source, enabling synthesis benzylic boronic esters under mild ambient conditions.

Language: Английский

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Hydrometallation of C C and C C Bonds. Group-3

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

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