87393-89-3

Upstream product

• 125641-94-3 oct-1-yn-1-ylcyclohexane 
• 90542-25-9 Bis-(1,2-dimethyl-propyl)-((Z)-1-iodo-oct-1-enyl)-borane 
• 87393-84-8 Dicyclohexyl-((Z)-1-iodo-oct-1-enyl)-borane 
• 1730-25-2 allylmagnesium bromide 
• 108-85-0 1-bromocyclohexane 
• 42599-17-7 (E)-1-iodo-1-octene 
• 931-50-0 cyclohexylmagnesium bromide 
• 42843-49-2 (Z)-1-bromo-1-octene 
• 121883-35-0 cyclohexylzinc iodide 
• 51751-87-2 (E)-1-bromo-1-octene 
• 98-89-5 Cyclohexanecarboxylic acid 

Relevant academic research and scientific papers

Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis

Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3-Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed. (Chemical Equation Presented).

Merging photoredox and nickel catalysis: Decarboxylative cross-coupling of carboxylic acids with vinyl halides

Decarboxylative cross-coupling of alkyl carboxylic acids with vinyl halides has been accomplished through the synergistic merger of photoredox and nickel catalysis. This new methodology has been successfully applied to a variety of α-oxy and α-amino acids, as well as simple hydrocarbon-substituted acids. Diverse vinyl iodides and bromides give rise to vinylation products in high efficiency under mild, operationally simple reaction conditions.

Highly selective reactions of unbiased alkenyl halides and alkylzinc halides: Negishi-plus couplings

High yielding stereo- and chemoselective Pd-catalyzed cross-couplings in THF at room temperature of alkenyl iodides and bromides with primary and secondary alkyl zinc iodides have been developed with the aid of N-methyimidazole as the key additive.

Nickel-catalyzed cross-coupling reactions of alkyl aryl sulfides and alkenyl alkyl sulfides with alkyl grignard reagents using (Z)-3,3-dimethyl-1,2- bis(diphenylphosphino)but-1-ene as ligand

A combination of nickel(II) acetylacetonate and (Z)-3,3-dimethyl-1,2- bis(diphenylphosphino)but-1-ene catalyzes cross-coupling reactions of alkyl aryl sulfides and alkenyl alkyl sulfides with alkyl Grignard reagents. Not only primary but also secondary alkyl Grignard reagents can be employed. Georg Thieme Verlag Stuttgart.

A new convenient procedure to prepare organomanganese reagents from organic halides and activated manganese

A new method to obtain activated manganese metal, especially attractive for large scale preparative organic chemistry, is described. The key point is the use of 2-phenylpyridine as electron carrier to reduce manganese chloride by lithium. The active manganese thus obtained was used to prepare various organomanganese reagents from organic halides. The reactivity of these reagents has been studied (acylation, 1,2- or 1,4-addition, alkylation and alkenylation).

NOVEL SYNTHESIS OF INTERNAL ALKENYLDIALKYLBORANE BY THE REACTION OF 1-HALO-1-ALKENYLDIALKYLBORANE WITH GRIGNARD REAGENT.

To synthesize internal alkenyldialkylboranes, coupling reactions were carried out by using 1-halo-1-alkenyldialkylboranes and Grignard reagents. Hydrogen peroxide oxidation and protonolysis with acetic acid of the reaction product revealed that internal (E)-alkenyldialkylborane was formed in 60-90% yield.