501922-06-1

Upstream product

• 24393-48-4 ethyl trans-2-methylcinnamate 
• 24393-48-4 2-methyl-cinnamic acid ethyl ester 
• 95-46-5 2-methylphenyl bromide 
• 1587-04-8 1-methyl-2-(2-propenyl)-benzene 
• 529-20-4 2-methylphenyl aldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 4549-82-0 (E)-2-methylcinnamaldehyde 
• 67-56-1 methanol 
• 34222-71-4 1-methyl-2-((E)-2-nitro-vinyl)-benzene 
• 35851-37-7 3-(2-methylphenyl)-2-propyn-1-ol 
• 939-57-1 (E)-3-(2-methylphenyl)acrylic acid 
• 70625-62-6 methyl (E)-3-(2-methylphenyl)-2-propenoate 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 182919-95-5 (E)-3-(2-methylphenyl)allyl-2,2,2-trichloroacetimidate 
• 1332887-98-5 2,2,2-trichloro-N-[1-(2-methylphenyl)allyl]acetamide 
• 1213047-60-9 (R)-1-(2-methylphenyl)-prop-2-en-1-amine 
• 688362-65-4 (S)-1-(2-methylphenyl)-prop-2-en-1-amine 

Relevant academic research and scientific papers

Method for synthesizing photoactive bromohydrin compound

The invention discloses a method for synthesizing a photoactive bromohydrin compound, which comprises the following steps: reacting cinnamyl alcohol as shown in a formula I, benzamide bromide as shown in a formula II, a quinine derivative, L-camphorsulfonic acid and water in a first organic solvent to obtain the bromohydrin compound as shown in a formula III. According to the method, raw materials are easy to synthesize, reaction conditions are mild, operation is easy and convenient, the yield reaches up to 47%-87%, enantioselectivity can generally reach 80% or above, and the highest point can even reach 95%.

Enantiodivergent One-Pot Synthesis of Axially Chiral Biaryls Using Organocatalyst-Mediated Enantioselective Domino Reaction and Central-to-Axial Chirality Conversion

Enantiodivergent one-pot synthesis of biaryls was developed using a catalytic amount of a single chiral source. A domino organocatalyst-mediated enantioselective Michael reaction and aldol condensation provided centrally chiral dihydronaphthalenes with excellent enantioselectivity, from which an enantiodivergent chirality conversion from central-to-axial chirality was achieved. Both enantiomers of biaryls were obtained with excellent enantioselectivity. All transformations can be conducted in a single reaction vessel. A plausible reaction mechanism for the enantiodivergence is proposed.

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.

Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction

A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.

C–C Cross-Coupling Reactions of Organosilanes with Terminal Alkenes and Allylic Acetates Using PdII Catalyst Supported on Starch Coated Magnetic Nanoparticles

Starch coated magnetic nanoparticles supported palladium catalyst has been explored to perform C–C cross coupling reactions, such as oxidative Heck coupling and Tsuji–Trost allylic coupling using organosilicon compounds as one of the coupling partners. The biopolymer coated magnetic catalyst was very easy to recover magnetically and was efficiently recycled in the subsequent batches. All the reactions were performed in air and thus the necessity of air and moisture free reaction condition is avoided. The present protocols show wide substrate scope and good yields of the products.

Boron-catalyzed CC functionalization of allyl alcohols

Tris(pentafluorophenyl)borane-catalyzed CC bond functionalization of arylallyl alcohols using donor-acceptor carbenes is presented. The allylic hydroxyl group is found to assist the product formation by neighboring group participation providing a clue towards mechanistic understanding. This method can also be employed to effect homologation of allyl alcohols to homoallyl alcohols. Overall, this metal-free transformation presents a novel disconnection strategy towards carbon-carbon bond scission and formation.

Sequential Palladium-Catalyzed Allylic Alkylation/retro-Dieckmann Fragmentation Strategy for the Synthesis of α-Substituted Acrylonitriles

A straightforward synthesis of α-substituted acrylonitriles is described using 4-cyano-3-oxotetrahydro-thiophene (c-THT) as an acrylonitrile surrogate. This unprecedented two-step sequence featuring a palladium-catalyzed allylic alkylation (Pd-AA) and a retro-Dieckmann fragmentation provides a general entry into diversely substituted 1,4-dienes.

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.

Novel Staphyloxanthin Inhibitors with Improved Potency against Multidrug Resistant Staphylococcus aureus

Diapophytoene desaturase (CrtN) is a potential novel target for intervening in the biosynthesis of the virulence factor staphyloxanthin. In this study, 38 1,4-benzodioxan-derived CrtN inhibitors were designed and synthesized to overwhelm the defects of leading compound 4a. Derivative 47 displayed superior pigment inhibitory activity, better hERG inhibitory properties and water solubility, and significantly sensitized MRSA strains to immune clearance in vitro. Notably, 47 displayed excellent efficacy against pigmented S. aureus Newman, Mu50 (vancomycin-intermediate MRSA, VISA), and NRS271 (linezolid-resistant MRSA, LRSA) comparable to that of linezolid and vancomycin in vivo.

Barbiturate and thiobarbiturate compounds for use in cancer therapy

Provided are methods and compositions for use in therapy, and in particular for treating cancer, preferably drug-resistant cancer, and/or radiation resistant cancer. The compounds may be used for reducing tumor size in a mammalian subject and for inducing apoptosis in a tumor cell. The methods are effective on tumor cells that are resistant to drugs such as temozolomide, doxorubicin, and geldanamycin, as well as non-resistant tumor cells. Further provided are barbiturate and thiobarbiturates diene compounds for use in treating cancer, and uses, methods and compositions relating to these compounds.