Facile, general allylation of unactivated alkyl halides via electrochemically enabled radical-polar crossover

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We present a facile, general and transition-metal-catalyst free electrochemical allylation of unactivated alkyl halides. Broad substrate scopes, excellent functional group tolerance late-stage functionalization showcase its synthetic utility.

Language: Английский

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Photoinduced Palladium-Catalyzed Radical Germylative Arylation of Alkenes with Chlorogermanes

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12848 - 12852

Published: Aug. 15, 2024

We describe a visible light-induced palladium-catalyzed radical germylative arylation of alkenes with easily accessible chlorogermanes. This protocol provides expedient access to germanium-substituted indolin-2-ones in good excellent yields under mild reaction conditions. The key step for this strategy lies the reductive activation germanium–chloride bonds an excited palladium complex light irradiation. involvement germanium radicals was evidenced by electron paramagnetic resonance spectroscopy experiments.

Language: Английский

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Ligand-Controlled On–Off Switch of a Silicon-Tethered Directing Group Enabling the Regiodivergent Hydroalkylation of Vinylsilanes under Ni–H Catalysis

Organic Letters, Journal Year: 2023, Volume and Issue: 26(5), P. 977 - 982

Published: Dec. 5, 2023

A regiodivergent Ni–H-catalyzed hydroalkylation of vinylsilanes is described. Depending on the ancillary ligand at nickel catalyst, regioselectivity can be steered by a directing group attached to silicon atom. The mild protocols allow for selective synthesis either branched or linear alkylsilanes. An example vinylgermane also reported. method features broad scope with high functional-group tolerance and follows radical mechanism.

Language: Английский

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Ni–H-Catalyzed Chemo- and Regioselective Hydroarylation of Vinylsilanes

Synthesis, Journal Year: 2024, Volume and Issue: 56(20), P. 3160 - 3166

Published: July 16, 2024

Abstract A chemo- and regioselective hydroarylation of vinylsilanes with (hetero)aryl iodides under Ni–H catalysis is reported. This mild straightforward protocol furnishes the anti-Markovnikov products in good yields as single regioisomers. study demonstrates excellent control over chemoselectivity complements existing methods for construction homobenzylic silanes.

Language: Английский

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Allylsilanes, Allyltins, and Related Compounds

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

Published: Jan. 1, 2024

Language: Английский

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