65374-22-3

Upstream product

• 1195-32-0 1-methyl-4-isopropenylbenzene 
• 122-00-9 para-methylacetophenone 
• 66520-90-9 2-(4-methylphenyl)-2-propen-1-ol 
• 106-38-7 para-bromotoluene 
• 99-87-6 4-methylisopropylbenzene 

Downstream Products

• 119703-89-8 2-(p-tolyl)prop-2-en-1-amine 
• 1198157-67-3 di-i-propyl 2-(4-methylphenyl)allylphosphonate 
• 1234835-73-4 N-(but-3-enyl)-N-(2-(4-methylphenyl)allyl)-p-toluenesulfonamide 
• 1234835-93-8 5-(4-methylphenyl)-1-p-toluenesulfonyl-1,2,3,6-tetrahydropyridine 
• 1234836-12-4 3-(4-methylphenyl)-1-p-toluenesulfonylpiperidine 
• 1401316-24-2 C₁₉H₁₆O 
• 1447974-64-2 5-(chloromethyl)-5-(p-tolyl)oxazolidin-2-one 
• 1447974-73-3 5-(chloromethyl)-5-(p-tolyl)oxazolidin-2-one 
• 1447974-55-1 tert-butyl (2-(p-tolyl)allyl)carbamate 
• 303777-93-7 (±)-1-phenyl-3-(p-tolyl)but-3-en-1-ol 
• 90252-90-7 3-(4-tolyl)-3-butenoic acid 
• 1643718-59-5 dimethyl 2,2-bis(2-(p-tolyl)allyl)malonate 
• 1643718-22-2 2,2-bis(2-(p-tolyl)allyl)propane-1,3-diol 
• 1613246-94-8 (Z)-N'-(1-(3-chlorophenyl)-3-(p-tolyl)but-3-en-1-ylidene)-4-nitrobenzenesulfonohydrazide 

Relevant academic research and scientific papers

Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization

An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to six-membered spiro azacyclic oxindole derivatives in good to excellent yields. Notably, while the general aza-Prins cyclization involves amines and aldehydes, the present synthetic strategy represents the first aza-Prins cyclization that utilizes the umpolung property of N-2,2,2-trifluoroethylisatin ketimines.

Asymmetric [2+2] photocycloadditionviacharge transfer complex for the synthesis of tricyclic chiral ethers

The asymmetric synthesis of chiral polycyclic ethers by an intramolecular [2+2] photocycloaddition is described. This process proceeded through a photocatalytically active iminium ion-based charge transfer (CT) complex under visible light irradiation. In this way a stereocontrolled [2+2] photocycloaddition is enabled leading to tricyclic products with good enantiomeric ratios.

Experimental and Computational Studies of Palladium-Catalyzed Spirocyclization via a Narasaka-Heck/C(sp3or sp2)-H Activation Cascade Reaction

The first synthesis of highly strained spirocyclobutane-pyrrolines via a palladium-catalyzed tandem Narasaka-Heck/C(sp3 or sp2)-H activation reaction is reported here. The key step in this transformation is the activation of a δ-C-H bond via an in situ generated σ-alkyl-Pd(II) species to form a five-membered spiro-palladacycle intermediate. The concerted metalation-deprotonation (CMD) process, rate-determining step, and energy barrier of the entire reaction were explored by density functional theory (DFT) calculations. Moreover, a series of control experiments was conducted to probe the rate-determining step and reversibility of the C(sp3)-H activation step.

Pd-Catalyzed Asymmetric Acyl-Carbamoylation of an Alkene to Construct an α-Quaternary Chiral Cycloketone

Herein, we report the palladium-catalyzed asymmetric acyl-carbamoylation of an alkene by employing thioesters as the acyl electrophiles and t-BuNC as the carbamoyl reagent, affording an α-quaternary chiral cycloketone in synthetically useful yields with excellent enantioselectivity. The reaction proceeded via asymmetric 1,2-migratory insertions of acyl-Pd into alkenes and subsequent migratory insertion of isocyanides into C(sp3)-PdII. The product could be diversified to some valuable skeletons with retention of enantiopurity, demonstrating the synthetic utility of this protocol.

3 -trifluoromethyl -5 - aryl -1, 6 -dihydropyridazine compound and preparation method thereof (by machine translation)

The invention relates to 3 - trifluoromethyl -5 - aryl -1, 6 -dihydropyridazine compound, and the structural formula of the compound is as follows. Ar refers to Ar. . . One of the following. , The invention also discloses a preparation method of the compound. To the invention, the oxidation/cyclization reaction of 4 - aryl substituted trifluoromethylhomoallylhydrazine is promoted by copper acetate, 3 - trifluoromethyl -5 - aryl -1 and 6 -dihydropyridazine compound with obvious aggregation-induced emission effect are obtained. (by machine translation)

Highly Enantioselective Iridium-Catalyzed Hydrogenation of 2-Aryl Allyl Phthalimides

The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimido group makes this catalytic method easily scalable and of great interest to afford chiral amines. The importance of this new methodology is exemplified by the formal synthesis of (R)-Lorcaserin, OTS514, and enantiomerically enriched 3-methyl indolines.

Rhodium-Catalyzed Enantioconvergent Isomerization of Homoallylic and Bishomoallylic Secondary Alcohols

We present herein an unprecedented enantioselective isomerization of homoallylic and bishomoallylic secondary alcohols, catalyzed by a commercially available rhodium-complex and a base. This catalytic redox-neutral process provides an effective access to chiral ketones in high efficiency and enantioselectivity, without the use of any stoichiometric reagent or generation of any waste. For the reaction of homoallylic alcohols, this system achieved not only a stereoconvergent access to chiral ketones bearing a β-stereocenter (up to 95%, 86% ee) but also a concomitant oxidative kinetic resolution of the alcohol substrates (S > 20). In the case of bishomoallylic alcohols, an intriguing ligand-induced divergent reactivity was observed. A terminal-to-internal alkene isomerization promoted by Rh/L7 followed by redox isomerization using Rh/BINAP system produced chiral ketones bearing a γ-stereocenter with high yield and enantioselectivity. Mechanistic studies provided strong support for the redox-isomerization pathway with chain walking of the key alkyl-Rh intermediate.

Palladium-Catalyzed Direct Intramolecular C-N Bond Formation: Access to Multisubstituted Dihydropyrroles

A palladium-catalyzed intramolecular amination of alkenes with retention of olefin functionalization was achieved under mild reaction conditions. In the presence of palladium catalyst, the tosyl-protected amine can directly couple with a double bond to provide versatile dihydropyrrole derivatives in moderate to excellent yields.

Chelation versus Non-Chelation Control in the Stereoselective Alkenyl sp2 C?H Bond Functionalization Reaction

A hydroxy group chelation-assisted stereospecific oxidative cross-coupling reaction between alkenes was developed under mild reaction conditions. In the presence of palladium catalyst, the alkenes tethered with hydroxy functionality can couple efficiently with electron-deficient alkenes to form the corresponding multi-substituted olefin products. The hydroxy group on the substrate could play dual roles in reaction, acting as the directing group for alkenyl C?H bond activation and controlling the stereoselectivity of the products.

Visible-Light Photocatalytic Bicyclization of 1,7-Enynes toward Functionalized Sulfone-Containing Benzo[a]fluoren-5-ones

A new visible-light photocatalytic arylsulfonylation and bicyclization of C(sp3)-tethered 1,7-enynes with sulfinic acids has been developed, delivering functionalized sulfone-containing benzo[a]fluoren-5-ones with generally good yields. This Eosin Y-catalyzed approach makes use of visible light as a safe and eco-friendly energy source to drive cascade cyclization reactions, resulting in continuous multiple bond-forming events including C–S and C–C bonds to efficiently construct polycyclic-linked alkyl aryl sulfones. (Figure presented.).