68091-91-8

Upstream product

• 106-95-6 allyl bromide 
• 536-74-3 phenylacetylene 
• 107-18-6 allyl alcohol 

Downstream Products

• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 5736-59-4 5-(methoxycarbonyl)methyl-2-phenyl-2-cyclopentenone 
• 33651-05-7 trans-1-phenyl-2-pentene-1,4-dione 
• 863418-36-4 (Z)-3-methylene-5-phenylnona-5,8-diene-1,4-diol 
• 863418-32-0 (Z)-4-phenylocta-1,4,7-trien-3-ol 
• 90-43-7 2-Phenylphenol 
• 863418-18-2 (Z)-acetic acid 3-methylene-4-oxo-5-phenylnona-5,8-dienyl ester 
• 863418-17-1 (Z)-2-(2-hydroxyethyl)-4-phenylocta-1,4,7-trien-3-one 
• 863418-13-7 (Z)-4-phenylocta-1,4,7-trien-3-one 

Relevant academic research and scientific papers

A TWO STEP PROCEDURE AS IMPROVED ALTERNATIVE TO THE CYCLOCARBONYLATION OF ALLYL HALIDES AND ACETYLENE DERIVATIVES MEDIATED BY Ni(CO)4

The addition of allyl halides to acetylenic derivatives catalyzed by Pd(II) complexes, such as bis-acetonitrile palladium(II) bromide, followed by cyclocarbonylation of the resulting cis adducts with Ni(CO)4 in CH3CN containing precise amounts of CH3OH an

Synthesis of 1-bromo-1,4-dienes via palladium-catalyzed bromoallylation of alkynes

An efficient procedure for the synthesis of a series of 1-bromo-1,4-dienes by a simple Pd-catalyzed intermolecular tandem reaction of alkynes, CuBr 2, and allylic alcohol has been developed. The reaction proceeds smoothly under mild condition to give the corresponding products in good to excellent yields.

Multifunctional palladium catalysis. 2. Tandem haloallylation followed by Wacker-Tsuji oxidation or Sonogashira cross-coupling

(equationpresented) Multifunctional palladium catalysis is utilized in the one-pot stereocontrolled synthesis of tetrasubstituted methyl ketones and enynes. The homogeneous palladium dihalide catalyst utilized for the bromo-/chloroallylation of alkynes is

Ni-promoted Cyclopentenone Formation by Intramolecular Cyclocarbonylation of 1-Bromo-1,4-dienes

Stereoselective syn addition of allyl bromide to acetylenes catalysed by palladium(II) bromide results in the formation of 1-bromo-1,4-dienes which were further converted to cyclopentenones through a Ni(CO)4 promoted carbonylation-cyclization process.Four C-C bonds are formed by this two step sequence, leading to 2,3-substituted 5-methoxycarbonylmethylcyclopentenones 1.Application of this procedure to 2-butyne affords cyclopentenone 1c, an immediate precursor of the antibiotic methylenomycin B.

Palladium-Catalyzed Inter- and Intramolecular Cross-Coupling Reactions of B-Alkyl-9-borabicyclononane Derivatives with 1-Halo-1-alkenes or Haloarenes. Syntheses of Functionalized Alkenes, Arenes, and Cycloalkenes via a Hydroboration-Coupling Sequence

The cross-coupling reaction of B-alkyl-9-borabicyclononanes (B-R-9-BBN), readily obtainable from alkenes by hydroboration, with 1-halo-1-alkenes or haloarenes in the presence of a catalytic amount of PdCl2(dppf) and bases, such as sodium hydroxide, potassium carbonate, and phosphate, gave the corresponding alkenes or arenes.Because the reaction is tolerant of a variety of functionalities on either coupling partner, stereochemically pure functionalized alkenes and arenes can be obtained under mild conditions.The utility of the reaction was demonstrated by the stereoselective synthesis of 1,5-alkadienes (7 and 8) and the extension of a side chain in a steroid (11).The hydroboration of haloalkadienes (12), followed by the intramolecular cross-coupling, gave a short-step procedure for synthesis of cycloalkenes, benzo-fused cycloalkenes, and exocyclic alkenes (14 and 16).