42918-26-3

Usage

InChI:InChI=1/C11H14/c1-4-5-11-8-9(2)6-7-10(11)3/h4,6-8H,1,5H2,2-3H3

Upstream product

• 106-42-3 para-xylene 
• 90-12-0 1-Methylnaphthalene 
• 107-18-6 allyl alcohol 
• 91-20-3 naphthalene 
• 92-52-4 biphenyl 
• 101-81-5 Diphenylmethane 
• 827-52-1 1-phenyl-1-cyclohexane 
• 91-57-6 2-Methylnaphthalene 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 24850-33-7 allyltributylstanane 
• 553-94-6 4-bromo-m-xylene 
• 95-87-4 2,5-Dimethylphenol 

Relevant academic research and scientific papers

Palladium-catalyzed allylic C-H oxidation under simple operation and mild conditions

We discovered an effective and simple system (Pd/BQ/air/r.t.) for making allylic alcohols through Pd-catalyzed allylic C-H bond functionalization. This approach exhibits advantages due to its simple operation, mild conditions, and environmentally benign features. By modifying reaction conditions, it can be suitable for preparing unsaturated aldehydes, allylic esters, ethers, and amines.

Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters

A palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane to afford the corresponding homoallylic organoboronic esters with moderate to excellent yields is reported. This novel transformation provides an efficient strategy for the construction of homoallylic organoboronic esters in one step with a broad substrate scope. It is proposed that the palladium-catalyzed oxidative allylic C-H bond activation process may be involved in the catalytic cycle.

Intermolecular Friedel-Crafts reaction catalyzed by InCl3

Our recent discovery that In(III) salts were able to activate halides catalytically under mild conditions for the intermolecular Friedel-Crafts cyclization prompted us to explore this highly efficient activation in intermolecular Friedel-Crafts reactions. The alkylation of p-xylene with allylic and benzylic halides was demonstrated under catalytic and mild condition to afford in some cases quantitative yields of the monoalkylated products without the need to employ large excesses of reactants.

Pd2(dba)3/P(i-BuNCH2CH2) 3N-catalyzed Stille cross-coupling of aryl chlorides

The Pd2(dba)3/P(i-BuNCH2CH 2)3N (1d) catalyst system is highly effective for the Stille cross-coupling of aryl chlorides with organotin compounds. This method represents only the second general method for the coupling of aryl chlorides. Other proazaphosphatranes possessing benzyl substituents also generate very active catalysts for Stille reactions. Noteworthy features of the method are: (a) commercial availability of ligand 1d, (b) the wide array of aryl chlorides that can be coupled, and (c) applicability to aryl, vinyl, and allyl tin reagents.

Highly active palladium catalysts supported by bulky proazaphosphatrane ligands for stille cross-coupling: Coupling of aryl and vinyl chlorides, room temperature coupling of aryl bromides, coupling of aryl triflates, and synthesis of sterically hindered biaryls

A family of proazaphosphatrane ligands [P(RNCH2CH 2)2N(R′NCH2CH2): R = R′ = i-Bu, 1; R = Bz, R′ = 1-Bu, 3; R = R′ = Bz, 4] for palladium-catalyzed Stille reactions of aryl chlorides is described. Catalysts derived from ligands 1 and 4 efficiently catalyze the coupling of electronically diverse aryl chlorides with an array of organotin reagents. The catalyst system based on the ligand 3 is active for the synthesis of sterically hindered biaryls (di-, tri-, and tetra-ortho substituted). The use of ligand 4 allows room-temperature coupling of aryl bromides and it also permits aryl inflates and vinyl chlorides to participate in Stille coupling.

A new direct allylation of the aromatic compounds with allylic chlorides catalyzed by indium metal

A new method of the direct allylation reaction for the aromatic compounds with allylic chlorides using a catalytic mount of indium in the presence of CaCO3/4A molecular sieves was developed.

Functional selectivity in Friedel-Crafts alkylations with allylic halides promoted by solid composite lead fluoride reagent

The composite lead fluoride reagent prepared from PbF2 and NaBr is a nonhygroscopic and efficient solid reagent for promoting Friedel-Crafts type reaction of aromatic compounds with allylic halides selectively to afford the monoallylated compounds.

Electrophilic allylation of arenes with in situ generated allyltriarylbismuthonium compound: The Bismuth-mediated polarity inversion of allylsilanes

Reaction of triarylbismuth difluorides 1 with allyltrimethylsilane 2 in CH2Cl2 in the presence of BF3·OEt2 at low temperature generates allyltriarylbismuthonium compound 3 as a pale yellow solution, in which aromatic hydrocarbons and ethers, triphenylphosphine, dimethyl sulfide, p-toluenesulfinate, and thiophenol are all readily allylated to afford the corresponding allyl derivatives in moderate to good yields.

Direct Allylation of Aromatic Compounds with Allylic Chloride using the Supported Reagents System ZnCl2/SiO2-K2CO3/Al2O3

Although the reaction of aromatic compounds with allylic chlorides using ZnCl2/SiO2, gives 2-chloro-1-arylalkanes accompanied with diarylalkanes, similar reaction using ZnCl2/SiO2-K2CO3/Al2O3 produces the monoallylated compound as the major product in good yield.

REACTION OF ALLYLTRIMETHYLSILANE WITH AN AROMATIC COMPOUND USING HYPERVALENT ORGANOIODINE COMPOUND: A NEW ALLYLATION OF AROMATIC COMPOUNDS

New general method for the allylation of aromatic compounds from allyltrimethylsilane utilizing the combination of iodosylbenzene and BF3 OEt2 are described, which is based upon the umpolung of allyltrimethylsilane by way of cationic allylphenyliodonium (III) salt complex as an intermediate.