221006-75-3

Upstream product

• 501-65-5 diphenyl acetylene 
• 73183-34-3 bis(pinacol)diborane 
• 66003-76-7 Diphenyliodonium triflate 
• 143825-84-7 4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane 
• 149104-90-5 4-acetylphenylboronic acid 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 629-27-6 1-Iodooctane 
• 201230-82-2 carbon monoxide 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 1198172-01-8 (S)-2-(1,2-diphenylethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1070704-04-9 2-(1,2-diphenylethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 130837-28-4 (CH₃CH₂CH₂CH₂)3SnC(C₆H₅)CHC₆H₅ 
• 1233-23-4 (E)-1-(4-methoxyphenyl)-1,2-diphenylethylene 
• 70603-14-4 1-[(1E)-1,2-diphenylethenyl]-4-methylbenzene 
• 104729-88-6 (E)-1-(4-(tert-butyl)phenyl)-1,2-diphenylethylene 
• 1020073-95-3 (E)-4-(1,2-diphenylvinyl)benzonitrile 
• 588-59-0 stilbene 

Relevant academic research and scientific papers

Dehydrogenative Diboration of Alkynes Catalyzed by Ir/CO/tBuNC System

Catalytic dehydrogenative diboration (DHDB) of alkyne with HBpin was achieved using [Ir(COD)Cl]2 and other related Ir precursors under CO atmosphere. The selectivity for DHDB over hydroboration was higher in less polar solvents and under higher

Diboron-Assisted Copper-Catalyzed Z-Selective Semihydrogenation of Alkynes Using Ethanol as a Hydrogen Donor

We herein describe a B2Pin2-assisted copper-catalyzed semihydrogenation of alkynes. A variety of alkenes were obtained in good to excellent yields with Z-selectivity under mild reaction conditions. Mechanistic studies indicated that a transfer hydrogenation process was involved and ethanol acted as both a solvent and a hydrogen donor in this reaction. The present protocol enabled convenient synthesis of deuterium-substituted Z-alkenes such as Z-Combretastain A4-d2 in a high deuteration ratio by using readily available ethanol-d1 as the deuterium source.

Preparation method of polysubstituted aryl pinacol vinylboronate derivative

The invention discloses a preparation method of a polysubstituted aryl pinacol vinylboronate derivative and belongs to the technical field of preparation of chemical drugs. The method comprises the following steps: under an inert atmosphere, firstly, addi

Copper-Catalyzed Borocarbonylative Coupling of Internal Alkynes with Unactivated Alkyl Halides: Modular Synthesis of Tetrasubstituted β-Borylenones

Reported is a general procedure to synthesize tetrasubstituted enones, which are borylated in the β-position, using a copper-catalyzed four-component coupling reaction of simple chemical feedstocks: internal alkynes, alkyl halides, bis(pinacolato)diboron (B2pin2), and CO. A broad scope of highly functionalized β-borylated enones, a largely unknown class of organic compounds, can be accessed efficiently using this method. The synthesis of all-carbon tetrasubstituted enones was realized by employing the β-borylated enone unit, without purification, in a Suzuki–Miyaura coupling. The utility of the method was further demonstrated by various transformations, including halogenation, oxidation, and protodeboration, of the corresponding reduced oxaborole species to provide densely substituted allylic alcohol and ketone products.

Employing Water as the Hydride Source in Synthesis: A Case Study of Diboron Mediated Alkyne Hydroarylation

We present an approach to utilize water as the hydride source via Pd(II)/Pd(0) catalysis. As a case study, we have achieved a diboron mediated Pd(II)-catalyzed hydroarylation of alkynes using arylboronic acids. This approach not only complements conventional reactivity of Pd via Pd(0)/Pd(II) cycle for the hydroarylation but also utilizes water as the hydride source. We believe this would particularly be beneficial in utilizing water as a reagent.

Arylboration of internal alkynes by cooperative palladium/copper catalysis

A versatile method for the arylboration of internal alkynes with aryl chlorides or bromides and bis(pinacolato)diboron has been developed. This method tolerates various functional groups, including acetyl, methoxycarbonyl, cyano, and fluoro substituents, and affords a range of tri-substituted vinylboronates, which are highly useful intermediates for the synthesis of tetra-substituted ethenes, in high yield and regioselectivity.

CuII-catalyzed regioselective borylation of alkynes and alkenes

We developed a regioselective borylation of alkynes and alkenes protocol based on air-stable CuII/multi-dentate ligand system. Our catalytic system gives exclusive β-borylation products for most substrates in excellent chemical yields. We propo

Superparamagnetic copper ferrite nanoparticles catalyzed aerobic, ligand-Free, regioselective hydroboration of alkynes: Influence of synergistic effect

We discovered a general and comprehensive approach for the regioselective hydroboration of terminal and internal alkynes to synthesize vinylboronates using inexpensive and magnetically separable copper ferrite nanoparticles at low catalyst loading using Bis(pinacolato)diboron in the absence of ligand and additives, under mild and greener conditions. A diverse range of functional groups was tolerated in the reaction, including allene and enones, and the corresponding boronates were obtained in high yields under air. Moreover, the assynthesized alkenylboronates were used as precursors to prepare wide variety of vinylorgano chalcogenides regioselectively, in high yields. The present protocol enable the conversion of Csp-H bonds to make Csp2-B bonds via activation of B-B bond, followed by formation of Csp2-Se (Te or S) bonds via activation of Se (Te or S)- Se (Te or S) bonds in a regioselective manner. Deuterium isotope labeling studies showed that the proton source of vinyl boronate stem from the solvent employed.

Basic CuCO3/ligand as a new catalyst for 'on water' borylation of Michael acceptors, alkenes and alkynes: Application to the efficient asymmetric synthesis of β-alcohol type sitagliptin side chain

The efficient 'on water' β-borylation using bis(pinacolato)diboron agent was achieved with a newly developed catalytic system based on basic copper carbonate and various ligands. The catalytic system was used for β-borylation of various Michael acceptors,