474669-90-4

Upstream product

• 83859-26-1 lithium 2-methylphenoxide 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 95-48-7 ortho-cresol 
• 21040-45-9 Cinnamyl acetate 
• 85669-63-2 (E)-cinnamyl diethyl phosphate 
• 4392-24-9 Cinnamyl bromide 
• 95932-32-4 tert-butyl (E)-cinnamyl carbonate 
• 591-50-4 iodobenzene 
• 936-72-1 allyl o-tolyl ether 
• 108-86-1 bromobenzene 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 34591-25-8 4-Cinnamyl-2-methylphenol 

Relevant academic research and scientific papers

An efficient palladium-catalyzed synthesis of cinnamyl ethers from aromatic halides, phenols, and allylic chloride

A one-pot, two-step catalytic protocol for the preparation of cinnamyl ethers from simple and readily available aryl halides, phenols and allyl chloride is reported for the first time. This simple and highly efficient palladium nanoparticles catalytic system shows good regio- and stereoselectivities and affords the desired products in good to high yields (49-85%) from aryl iodides. Furthermore, less reactive aryl bromides can also give the cinnamyl ethers in moderate yields (24-72%).

From precursor to catalyst: The involvement of [Ru(η5-Cp?)Cl2]2 in highly branch selective allylic etherification of cinnamyl chlorides

(RuCp?Cl2)2, a general entry into Cp?Ru sandwich and half-sandwich chemistry was first used as a precatalyst in allylic etherification of cinnamyl chlorides with up to 98:2 regioselectivity (19 examples). Both the solvent effect and the exsiccant reaction condition are crucial to the reactivity and selectivity. Preliminary mechanism studies and the demonstration of Fluoxetine synthesis were presented in this work as well.

Synthesis and structure of [Ru(PPh3)2(bipy)(MeCN)Cl][BPh4] and it's catalytic property towards regioselective and stereoselective allylation of phenols

The compound, [Ru(PPh3)2(bipy)(MeCN)Cl][BPh4] (1) has been synthesized from the precursor complex, [Ru(bipy)(PPh3)2Cl2]. The complex has been structurally characterized. This complex has been found to be an efficient catalyst for the regioselective allylation of phenols.

Regio- and enantioselective O-allylation of phenol and alcohol catalyzed by a planar-chiral cyclopentadienyl ruthenium complex

(Chemical Equation Presented) Design of an asymmetric catalyst: The planar-chiral cyclopentadienyl ruthenium complex shown in the scheme effectively catalyzes the reactions of unsymmetrically substituted allyl halides with phenol and alcohol to give the corresponding branched allyl ethers with high regio- and enantioselectivity.

Synthesis and reactivity of complexes 2a-c, their involvement as catalyst precursors for regioselective allylic substitution reactions and related [Ru(Cp*)Cl(Ph2POMe)(RCHCHCH2)] [PF6] η3-allyl ruthenium(IV)inter

The synthesis of the new complexes [Ru(Cp*)(L)(MeCN) 2]-[PF6] (L = Ph2POMe or Ph2P-o- tolyl) and {Ru(Cp*)-[Ph2PCH2C(tBu)=O](MeCN)}[PF 6] (2a-c) is achieved starting from [Ru(Cp*)

Regio- and enantioselective iridium-catalyzed intermolecular allylic etherification of achiral allylic carbonates with phenoxides

An enantioselective and regioselective iridium-catalyzed allylic etherification is described. The reaction of sodium and lithium aryloxides with achiral (E)-cinnamyl and terminal aliphatic allylic electrophiles in the presence of 2 mol % of an iridium-phosphoramidite complex provides chiral allylic aryl ethers in high yields and excellent levels of regio- and enantioselectivity. Lithium aryloxides containing a single substituent at an ortho, meta, or para position as well as sterically hindered phenoxides were tolerated. Reactions in THF displayed the most suitable balance of rate, regio-, and enantioselectivity. High ee's were also observed for the products from the reaction of alkyl (E)-allylic carbonates. Copyright

Water-Accelerated Claisen Rearrangements

Allyl aryl ethers undergo accelerated Claisen and [1,3] rearrangements in the presence of a mixture of trialkylalanes and water or aluminoxanes. The ratio of ortho-, meta-, and pora-Claisen products depends to a large extent on the presence of water and to a much lesser extent on the nature of the alane.