Platinum-Catalyzed Hydrative Dimerization of Alkynylsilanes to α,β-Unsaturated Ketones DOI

Kasumi Kikuchi-Igarashi,

Yuki Tahara,

Haruna Hirano

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5689 - 5694

Published: July 2, 2024

A unique type of platinum catalysis that is valuable for the synthesis α,β-unsaturated ketones described. In presence PtCl2, (2-arylethynyl)trimethylsilanes reacted with H2O at 30 °C to give 1,4-diarylbut-3-en-2-ones in moderate good yields. (2-Alkylethynyl)trimethylsilanes could be efficiently converted into corresponding hydrative dimerization products by a modified Pt catalyst system. Mechanistic studies suggest participation acylplatinum intermediates catalytic cycle.

Language: Английский

Difluorocarbene-Mediated Trimethylsilylation of Nucleophiles with HCF2N(TMS)2 as a Silylation Reagent DOI

Hao Ruan,

Dong Zhu,

Jingwei Zhao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 10, 2025

Described herein is the trimethylsilylation of various nucleophiles using a combination HCF3 and NaHMDS. This facile protocol enables rapid construction alkynylsilanes, silyl enol ethers, etc., under mild conditions. Detailed mechanistic studies indicate that trimethylsilicon intermediate formed in situ can be readily attacked by nucleophiles, with activation base NaHMDS difluorocarbene. work first utilizes structure HMDS as silicon source terminal alkynes.

Language: Английский

Citations

0
Solvent-Free terminal alkyne hydrosilylation to β-(E)-vinylsilanes mediated by platinum(II) aminophosphine complexes DOI
Hanna Stachowiak, Marcin Gruszczyński, Grzegorz Hreczycho

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 116027 - 116027

Published: Feb. 1, 2025

Language: Английский

Citations

0
Graphdiyne-based metal-free catalysts: Innovations in synthesis, properties, functionalization, morphology and applications DOI

Hamid Ali,

Obaid Iqbal,

Muhammad Sadiq

et al.

Renewable and Sustainable Energy Reviews, Journal Year: 2025, Volume and Issue: 215, P. 115570 - 115570

Published: March 17, 2025

Language: Английский

Citations

0
Transition‐Metal‐Free Visible‐Light‐Induced Alkynylation of Silacarboxylic Acids DOI
Jun Dong, Yan-Fei Hu, Wendi Ma

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(15)

Published: April 1, 2025

Abstract An operationally simple and mild protocol for the visible‐light‐induced intermolecular coupling of silacarboxylic acids with sulfonyl alkynes to form alkynylsilanes is presented. This study highlights use inexpensive readily available 4CzIPN as a photocatalyst, along more stable silyl radical precursors, enabling synthesis variety in good excellent yields, notably without need transition metals. The transformation offers several key advantages, including broad substrate scope, functional group tolerance, compatibility heterocyclic substrates. Furthermore, both scale‐up reaction late‐stage functionalization natural products have been successfully achieved under conditions. These features make process not only efficient but also versatile suitable wide range applications chemical modification.

Language: Английский

Citations

0
Palladium-Catalyzed Synthesis of Silylated 3,3′-Bi(3,8-dihydrocyclopenta[a]indenyls) from Silylacetylenes DOI

Takeshi Motoyama,

Hidenori Kinoshita, Katsukiyo Miura

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 18, 2025

The reaction of o-iodo(trimethylsilylethynyl)benzenes with trimethylsilylacetylene in the presence a Pd catalyst afforded dimer 8,8,10-tris(trimethylsilyl)-3,8-dihydrocyclopenta[a]indene as sole identified product. Neither regioisomer nor monomers were detected, which revealed that complete regiocontrol silyl migration and dimerization occurred. Desilylation silylated dimers dihydropentalene through simultaneous transposition double bonds.

Language: Английский

Citations

0
Platinum-Catalyzed Hydrative Dimerization of Alkynylsilanes to α,β-Unsaturated Ketones DOI

Kasumi Kikuchi-Igarashi,

Yuki Tahara,

Haruna Hirano

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5689 - 5694

Published: July 2, 2024

A unique type of platinum catalysis that is valuable for the synthesis α,β-unsaturated ketones described. In presence PtCl2, (2-arylethynyl)trimethylsilanes reacted with H2O at 30 °C to give 1,4-diarylbut-3-en-2-ones in moderate good yields. (2-Alkylethynyl)trimethylsilanes could be efficiently converted into corresponding hydrative dimerization products by a modified Pt catalyst system. Mechanistic studies suggest participation acylplatinum intermediates catalytic cycle.

Language: Английский

Citations

0