1397283-34-9

Upstream product

• 4250-81-1 1-phenyl-1-pentyne 
• 73183-34-3 bis(pinacol)diborane 
• 7732-18-5 water 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 826-18-6 1-pentenylbenzene 
• 100-52-7 benzaldehyde 
• 16002-93-0 (E)-1-phenyl-1-pentene 
• 1009-14-9 phenyl butyl ketone 
• 6683-92-7 1-phenylpentan-2-one 
• 705-73-7 1-phenyl-2-pentanol 
• 122-78-1 phenylacetaldehyde 

Relevant academic research and scientific papers

Copper-Photocatalyzed Hydroboration of Alkynes and Alkenes

The photocatalytic hydroboration of alkenes and alkynes is reported. The use of newly-designed copper photocatalysts with B2Pin2 permits the formation a boryl radical, which is used for hydroboration of a large panel of alkenes and a

Cobalt-Catalyzed Hydroboration of Terminal and Internal Alkynes

A novel methodology to access synthetically versatile vinylboronic esters through a ligand-controlled cobalt-catalyzed hydroboration of terminal and internal alkynes is reported. The approach relies on the in situ reduction of Co(II) by H-BPin in the presence of bisphosphine ligands generating catalytically active Co(I) hydride complexes. This procedure avoids the use of stoichiometric amounts of base, and no boron-containing byproducts are generated which is translated into high functional group tolerance and atom economy.

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

Stereoselective Rhodium-Catalyzed Isomerization of Stereoisomeric Mixtures of Arylalkenes

A new efficient method for the synthesis of a high ratio of E -alkenes from E / Z mixtures of alkenes with B 2pin 2in the presence of a rhodium catalyst is described. This reaction features mild reaction conditions, broad functional group tolerance, and highly great application potential.

Spiro(phosphoamidite) ligand (SIPHOS)/Cu(OTf)2-catalyzed highly regio- and stereo-selective hydroborations of internal alkynes with diborane in water

The highly regio- and stereoselective hydroborations of unactivated internal alkynes with diboron compound catalyzed by Cu(OTf)2 with spiro(phosphoamidite) as ligand in the presence of Cs2CO3 in water was developed. This p

Synthesis of a guanidine NHC complex and its application in borylation reactions

Synthesis of guanidine-linked NHC can be achieved easily through reacting amino-NHC with carbodiimide. Subsequently, guanidine-NHC Ag and Cu complexes were isolated and fully characterized. These Cu complexes are found to be versatile catalysts for hydroboration, semihydrogenation and carboboration of alkynes in a highly stereo- and regioselective fashion.

Ligand-free hydroboration of alkynes catalyzed by heterogeneous copper powder with high efficiency

Regioselective hydroboration of terminal and internal alkynes is realized by using 10 mol% copper powder (0.3-1 μm) at room temperature. 24 alkynes were efficiently converted into vinylboronates in up to 96% yield without addition of any ligand or additiv

CuCl-K2CO3-catalyzed highly selective borylcupration of internal alkynes - Ligand effect

An efficient and practical copper-catalyzed highly regio- and stereoselective borylcupration of internal alkynes with bis(pinacolato)diboron using a catalytic amount of K2CO3 as base producing Z-alkenylboron compounds has been demonstrated by applying the ligand effect: commercially available electron-rich tris(p-methoxyphenyl) phosphine ensures a smooth and efficient reaction. Functionalized alkynes, such as propargylic alcohols and derivatives as well as N-propargyl tosylamide, may also be used with excellent selectivity.