480423-11-8

Upstream product

• 13329-40-3 4-Iodoacetophenone 
• 89343-06-6 tris-iso-propylsilyl acetylene 
• 6485-79-6 chlorotriisopropylsilane 
• 42472-69-5 4-ethynylacetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 99-91-2 para-chloroacetophenone 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 1194065-46-7 2,2-dimethyl-5-(1-(4-((triisopropylsilyl)ethynyl)phenyl)ethylidene)-1,3-dioxane-4,6-dione 
• 175345-90-1 1-((triisopropylsilyl)ethynyl)-4-ethynylbenzene 

Relevant academic research and scientific papers

A copper- and amine-free Sonogashira coupling reaction promoted by a ferrocene-based phosphinimine-phosphine ligand at low catalyst loading

A palladium(II) complex containing a ferrocene-based phosphinimine- phosphine ligand was applied to the amine- and copper-free Sonogashira coupling of aryl iodides and aryl bromides with terminal alkynes using 1equiv of tetrabutylammonium acetate as an activator. The corresponding disubstituted alkynes were obtained in high yields and TONs using 0.1mol% Pd-catalyst.

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.

Rhodium-Catalyzed C-O Bond Alkynylation of Aryl Carbamates with Propargyl Alcohols

The rhodium-catalyzed alkynylation of aryl carbamates with propargyl alcohols is described. This methodology can provide aryl acetylenes from aryl carbamates via C-O bond activation. The use of propargyl alcohols as alkynylating agents allows the use of a variety of functional groups that are incompatible with organometallic nucleophiles. This reaction also serves to broaden the utility of a carbamate moiety as a convertible ortho directing group.

Oxine based unsymmetrical (O?, N, S/Se) pincer ligands and their palladium(ii) complexes: synthesis, structural aspects and applications as a catalyst in amine and copper-free Sonogashira coupling

Unsymmetrical pincer ligands having an 8-hydroxyquinoline (oxine) core viz. 2-(phenylthio/selenomethyl) quinolin-8-ol (L1/L2), 2-(N,N-dimethylthiocarbamoyl) quinolin-8-ol (L3) and 2-(pyrrolidin-1-ylthiocarbamoyl) quinolin-8-ol (L4) were synthesized. 2-Met

1,2,3-Triazol-5-ylidene-palladium complex catalyzed Mizoroki-Heck and Sonogashira coupling reactions

The bis-1,4-dimesityl-1,2,3-triazol-5-ylidene-palladium complex (1a) successfully catalyzes the Mizoroki-Heck and Sonogashira coupling reactions with aryl bromides to give the corresponding alkenes and alkynes, respectively, in good to excellent yields. In the Mizoroki-Heck reaction, electron-rich, electron-poor, and functionalized aryl bromides and alkenes are tolerated, while the substrates are limited to electron-poor aryl halides in the Sonogashira coupling reaction. The palladium complex also catalyzes cross-coupling reactions with aryl chlorides to give higher yields of products than does the bis-IMes-Pd complex analogue (2), under specific conditions.

Use of ruthenium/alumina as a convenient catalyst for copper-free Sonogashira coupling reactions

It has been found that a new and practical catalyst system of ruthenium-supported on alumina carries out copper-free Sonogashira coupling reactions with high efficiency over a wide range of substrates under mild and convenient conditions.

A versatile catalyst for the sonogashira coupling of aryl chlorides

Aryl chlorides are suitable substrates for the Sonogashira coupling! By using the versatile catalyst system Na2[PdCl4]/PR3/ Cul (PR3= (1-Ad)2PBn, PtBu3), the Sonogashira coupling [Eq. (a)] of aryl chlorides with alkynes generates excellent yields of the corresponding disubstituted aryl alkynes.

Application of the fluorous-biphase concept to palladium-catalyzed Sonogashira couplings

Sonogashira C,C couplings in a fluorous biphasic system by application of three differently perfluorotagged Pd complexes are reported. All three complexes were probed in the coupling of four bromoarenes to three alkynes. The parallel workup procedure allo

Synthesis of bis(phenylethynyl)arylene-linked diporphyrins designed for studies of intramolecular energy transfer

A series of donor-bridge-acceptor systems has been designed to give information on how the medium between the donor and the acceptor influences the excitation energy transfer process. The donor and the acceptor are zinc and free base porphyrins, respectiv