39491-67-3

Upstream product

• 100-42-5 styrene 
• 592-41-6 1-hexene 
• 188290-36-0 thiophene 
• 693-03-8 n-butyl magnesium bromide 
• 288-05-1 selenophene 
• 288-08-4 Tellurophen 
• 588-73-8 (Z)-β-bromostyrene 
• 187874-95-9 (Z)-1-hexenyldi(3-methyl-2-butyl)borane 
• 37490-22-5 2-[(E)-1-hexenyl]-1,3,2-benzodioxaborole 
• 693-02-7 hex-1-yne 
• 588-72-7 [(E)-2-bromoethenyl]benzene 

Downstream Products

• 1346745-35-4 1-phenyl-1,4-diacetoxy-2-octene 
• 1346745-33-2 1-phenyl-3,4-diacetoxy-1-octene 
• 1334604-35-1 C₁₈H₂₄O₄ 
• 1334604-36-2 C₁₈H₂₄O₄ 
• 1334604-33-9 C₁₈H₂₄O₄ 
• 1334604-34-0 C₁₈H₂₄O₄ 
• 1346745-34-3 1-phenyl-1,2-diacetoxy-3-octene 

Relevant academic research and scientific papers

Catalytic features of the reaction of oxidative cross-coupling of styrene and hexene-1

The reaction of oxidative cross-coupling of styrene and hexene-1 in the medium of ice acetic acid was studied in the presence of various active phases based on palladium deposited on carbon-containing carrying agents, activated carbon, fullerenes, astrale

Oxidative cross-coupling of styrene and 1-hexene in acetoxylation reaction conditions

Reaction of heterogeneous-catalytic coupling of styrene and 1-hexene in glacial acetic acid was studied for the first time.

Polymer-bound palladium-catalyzed cross-coupling of organoboron compounds with organic halides and organic triflates

The polymer-bound palladium-catalyzed cross-coupling reaction of electrophiles (i.e., halides and triflates) with oganoboron compounds to form carbon-carbon bonds was achieved at mild conditions with very high activity in the Suzuki coupling reaction. The polymeric catalyst can be easily separated from a reaction mixture and reused more than 10 times with no decrease in activity.

Novel and Convenient Method for the Stereo- and Regiospecific Synthesis of Conjugated Alkadienes and Alkenynes via the Palladium-Catalyzed Cross-Coupling Reaction of 1-Alkenylboranes with Bromoalkenes and Bromoalkynes

Details of a new and general method for the stereo- and regiospecific synthesis of conjugated alkadienes and alkenynes are described.The reaction of (E)- or (Z)-1-alkenyldisiamylboranes, or 2-((E)-1-alkenyl)-1,3,2-benzodioxaboroles readily obtainable by hydroboration, with either (E)- or (Z)-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and bases such as sodium alkoxides gives the corresponding (E,E)-, (E,Z)-, (Z,E)-,or (Z,Z)-conjugated alkadienes stereo- and regiospecifically, while retaining the configurations of both the strating alkenylboranes and bromoalkenes.The reaction of (E)- and (Z)-1-alkenyldisiamylboranes with 1-bromoalkynes similarly provides a stereo- and regiospecific synthesis of conjugated (E)- and (Z)-alkenynes.A mechanism of this cross-coupling reaction, which involves the transmetalation between a 1-alkenylborane and an alkoxypalladium(II) complex generated through the metathetical displacement of a halogen atom from R(Pd(II)X with sodium alkoxide, is proposed.

A Synthesis of Conjugated Dienes from Aromatic, Five-membered Heterocycles

Reactions of furan, thiophene, selenophene, and tellurophene as well as 2-methyl and 2,5-dimethyl derivatives of the first two heterocycles with phenyl-, methyl-, and n-butyl-magnesium bromides in the presence of ligated nickel dichloride are shown to yield buta-1,3-dienes mostly with retention of configuration.

A STEREOSPECIFIC SYNTHESIS OF CONJUGATED (E,Z)- AND (Z,Z)-ALKADIENES BY A PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF 1-ALKENYLBORANES WITH 1-ALKENYL BROMIDES

The reactions of (Z)-1-alkenyldisiamylboranes with (Z)- or (E)-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and sodium ethoxide gave the corresponding conjugated (Z,Z)- or (Z,E)-alkadiene with high ster