1380310-80-4

Upstream product

• 4335-60-8 (E)-cinnamylamine 
• 5122-94-1 4-biphenylboronic acid 
• 106-43-4 para-chlorotoluene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 6948-68-1 (E)-1-chloro-4-(3-phenyl-2-propen-1-yl)benzene 
• 98-80-6 phenylboronic acid 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 100-42-5 styrene 
• 1667-11-4 biphenyl-4-methylchloride 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 104-54-1 3-Phenylpropenol 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 4392-24-9 Cinnamyl bromide 

Relevant academic research and scientific papers

Nickel-Catalyzed Direct Coupling of Allylic Alcohols with Organoboron Reagents

The direct coupling of allylic alcohols with arylboronic acids or their derivatives catalyzed by Ni(cod)2 in the presence of a catalytic amount of base has been developed. A wide variety of allylic substrates or arylboronic acids turned out to be applicable to this catalytic system. The present method does not require the use of ligands for stabilizing the nickel catalyst in most cases or additional activators for activation of allylic alcohols.

Photochemical Heck benzylation of styrenes catalyzed by Na[FeCp(CO)2]

Iron-catalyzed Heck coupling of benzyl chlorides and styrenes proceeds under photochemical conditions using the well-known anionic complex, [FeCp(CO)2]- (Fp-), as a catalyst. The reaction likely proceeds through the established SN2 mechanism for Fp- alkylation, followed by styrene migratory insertion and β-hydride elimination steps that are enabled by photochemical CO dissociation.

Catalytic allylic arylation of cinnamyl carbonates over palladium nanoparticles supported on a thermoresponsive polymer in water

Poly(NIPAM-co-4-VP) undergoes a phase transition at the low critical solution temperature with a change from the hydrophilic to the hydrophobic core in a hydrophilic solvent. Palladium nanoparticles supported on such a thermoresponsive polymer support were demonstrated to catalyze the Tsuji-Trost reaction for the arylation of various cinnamyl carbonates by arylboronic acids. Therefore, a protocol developed using mild reaction conditions demonstrates the recyclability of the catalyst in an eco-friendly solvent such as water.

Pincer-Nickel-Catalyzed Allyl-Aryl Coupling between Allyl Methyl Ethers and Arylzinc Chlorides

The P,N,N-pincer nickel complex [Ni(Cl){N(2-Ph2PC6H4)(2′-Me2NC6H4)}]-catalyzed allyl-aryl coupling was studied. The reaction of allyl methyl ethers, including (1-methoxyallyl)arenes and (3-methoxyprop-1-en-1-yl)arenes, with arylzinc chlorides afforded linear (E)-alkenes in high yields, whereas the reaction of (E)-1-methoxytridec-2-ene with p-Me2NC6H4ZnCl generated a mixture of linear and branched alkenes.

Nickel-Catalyzed Regioselective Reductive Cross-Coupling of Aryl Halides with Polysubstituted Allyl Halides in the Presence of Imidazolium Salts

The nickel-catalyzed direct reductive cross-coupling of aryl halides with readily accessible polysubstituted allyl halides provides an efficient method for preparing diverse allylated arenes under mild conditions. Both allyl bromides and allyl chlorides are compatible with the transformation.

Copper-catalyzed decarboxylative C(sp2)-C(sp3) coupling reactions via radical mechanism

We have successfully developed an example of copper-catalyzed decarboxylative C(sp2)-C(sp3) coupling reactions via C-H functionalization for the first time. It is noteworthy that our catalytic system is very stable, low-cost, palladium-free, ligand-free, and easily accessible.

Regioselective and stereospecific cross-coupling of primary allylic amines with boronic acids and boronates through palladium-catalyzed C-N bond cleavage

The NH2 group serves as an effective leaving group in the palladium-catalyzed regioselective and stereospecific title reaction (see scheme). The reaction works well with aryl- and alkenylboronic acids and aryl-, alkenyl-, allyl-, and benzylboronates, and complete transfer of chirality has been achieved when using α-chiral primary allylic amines as the allylic electrophiles. Copyright