94141-88-5

Upstream product

• 629-05-0 n-octyne 
• 766-77-8 Dimethylphenylsilane 
• 768-33-2 phenyldimethylsilyl chloride 

Downstream Products

• 101751-16-0 (Z)-6-dimethylphenylsilyl-6-tridecen-4-ol 
• 94141-90-9 ((E)-2-Ethyl-oct-1-enyl)-dimethyl-phenyl-silane 
• 94141-91-0 ((Z)-2-Ethyl-oct-1-enyl)-dimethyl-phenyl-silane 
• 94141-87-4 ((Z)-2-Butyl-oct-1-enyl)-dimethyl-phenyl-silane 
• 94141-86-3 ((E)-2-Butyl-oct-1-enyl)-dimethyl-phenyl-silane 
• 1453503-89-3 (E)-3-(1-(dimethyl(phenyl)silyl)heptylidene)-2-(1H-pyrrol-1-yl)isoindolin-1-one 

Relevant academic research and scientific papers

Role of C, S, Se and P donor ligands in copper(i) mediated C-N and C-Si bond formation reactions

The first comparative study of C, S, Se and P donor ligands-supported copper(i) complexes for C-N and C-Si bond formation reactions are described. The syntheses and characterization of eight mononuclear copper(i) chalcogenone complexes, two polynuclear co

Chemoselective Aerobic Cross-Dehydrogenative Coupling of Terminal Alkynes with Hydrosilanes by a Nanoporous Gold Catalyst

Aerobic cross-dehydrogenative coupling between terminal alkynes and hydrosilanes occurred in the presence of nanoporous gold catalyst under O2 atmosphere. A variety of alkynylsilanes were synthesized in good-to-high yields and the catalyst was easily recovered and reused many times. Furthermore, the chemoselective direct silyl protection of terminal acetylenes of alkynols over the hydroxyl groups was achieved with this catalytic system.

Alkali metal-hydroxide-catalyzed C(sp)-H Bond silylation

Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.

BASE-CATALYZED SILYLATION OF TERMINAL ALKYNE C-H BONDS

The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal a

Dehydrogenative silylation of terminal alkynes with hydrosilanes under zinc-pyridine catalysis

A combination of zinc triflate and pyridine in a nitrile medium was found to act as an effective catalytic system for dehydrogenative silylation with flexible pieces of terminal alkynes and hydrosilanes, thereby producing diverse alkynylsilanes in high to

1,2-Silyl-migrative cyclization of vinylsilanes bearing a hydroxy group: Stereoselective synthesis of multisubstituted tetrahydropyrans and tetrahydrofurans

Acid-catalyzed intramolecular addition of a hydroxy group to α-alkylated vinylsilanes has been studied. Treatment of (Z)-5-alkyl-5-silyl-4-penten-1-ols 1 (R = alkyl) with 5 mol % TiCl4 in CHCl3 gave trans-2-alkyl-3-silyltetrahydropyrans 2 exclusively (trans/cis = > 99/1 to 97/3). The cyclization efficiency and rate strongly depended on the geometry of the C-C double bond and the silyl group. The use of (E)-vinylsilanes resulted in lower yields with poor cis-selectivity. In the cyclization of (Z)-1 (R = Bu), the silyl group used, the reaction time, and the yield of 2 were as follows: SiMe2Ph, 9.5 h, 75%; SiMe3, 7.5 h, 66%; SiMePh2, 24 h, 58%; SiMe2-t-Bu, 0.75 h, 85%; SiMe2Bn, 1.5 h, 78%. This 1,2-silyl-migrative cyclization could be applied to stereoselective synthesis of trisubstituted tetrahydropyrans. The acid-catalyzed reaction of 1-, 2-, or 3-substituted (Z)-5-silyl-4-nonen-1-ols 8 gave r-2,t-3,c-6-, r-2,t-3,t-5-, or r-2,t-3,c-4-trisubstituted tetrahydropyrans with high diastereo-selectivity, respectively. (Z)-4-Alkyl-4-silyl-3-buten-1-ols 5 as well as 1 underwent the 1,2-silylmigrative cyclization to give 2-alkyl-3-silyltetrahydrofurans 6 with high trans-selectivity. This silicon-directed cyclization was also available for the stereoselective synthesis of tri- and tetrasubstituted tetrahydrofurans.