23092-87-7

Upstream product

• 102028-68-2 N-(2-acetoxy-2-phenyl)ethylphthalimide 
• 858011-45-7 N-(β-methoxy-phenethyl)-phthalamic acid methyl ester 
• 136918-14-4 phthalimide 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 118839-23-9 N-(β-bromo-phenethyl)-phthalimide 
• 56-23-5 tetrachloromethane 
• 858852-52-5 N-(β-methoxy-phenethyl)-phthalimide 
• 536-74-3 phenylacetylene 
• 85-44-9 phthalic anhydride 
• 3490-79-7 2-methoxy-2-phenylethan-1-amine 
• 1374010-88-4 (E)-2-(2-iodovinyl)isoindoline-1,3-dione 
• 98-80-6 phenylboronic acid 
• 3485-84-5 N-vinylphthalimide 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 

Downstream Products

• 118839-23-9 N-(β-bromo-phenethyl)-phthalimide 
• 136613-13-3 2-[(Z)-2-phenylvinyl]-1H-isoindole-1,3(2H)-dione 

Relevant academic research and scientific papers

A process for the preparation and synthetic ChondriamideA and ChondriamideC method (by machine translation)

The invention provides a process for the preparation of synthetic Chondriamide A and Chondriamide C and method, wherein the invention provides a process for the preparation, including: formula (I) compounds of structure, palladium catalyst, phosphorus ligand, alkali and organic solvent at room temperature the illumination reaction, formula (II) structure obtained olefin; wherein through the selection of a particular phosphorus ligand; make the method of the invention can be under the photocatalysis, room temperature to realize high-efficient catalytic conversion, and the mild reaction conditions, simple operation, in line with the development of green environment-friendly chemical requirements, and the range of choice of substrate and functional group compatibility has more universal, and has outstanding chemical selectivity; and the method can be successfully applied to complex molecular introducing carbon-carbon double bond to the programme, to optimize a part of the drug molecular synthesis strategy, improve the synthesis efficiency, reduce the cost, with industrial synthetic value and prospects. (by machine translation)

[4+2]-Annulations of aminocyclobutanes

The first [4 + 2]-annulation between aminocyclobutanes and aldehydes to access tetrahydropyranyl amines is reported. With phthalimido cyclobutane dicarboxylates and aromatic aldehydes, tetrahydropyrans were obtained in 53-92% yield and 3:1-17:1 dr using scandium triflate or iron trichloride as catalyst. The use of thymine-or fluorouracil-substituted cyclobutanes gave direct access to six-membered ring nucleoside analogues. Finally, the [4 + 2]-annulation between aminocyclobutanes and enol ethers led to the corresponding cyclohexylamines.

Synthesis of aminocyclobutanes by iron-catalyzed [2+2] cycloaddition

Fab Four: An iron-catalyzed [2+2] cycloaddition furnishes aminocyclobutanes with a broad range of substituents in excellent yields and diastereoselectivities. The products can be obtained on a gram scale and can be further converted to β-peptide derivatives in a few steps. Furthermore, a [4+2] cycloaddition between an aminocyclobutane and an olefin leads to the corresponding cyclohexylamines. Copyright

Highly stereoselective synthesis of N-substituted π-conjugated phthalimides

A new regio- and stereoselective synthesis of (E)-N-(2-arylvinyl) phthalimides as well as phthalimide-containing (E,E)-buta-1,3-dienes and (E)-but-1-en-3-ynes has been developed. The one-pot ruthenium-catalyzed silylative coupling/iododesilylation sequenc

Fluorous oxime palladacycle: A precatalyst for carbon-carbon coupling reactions in aqueous and organic medium

To facilitate precatalyst recovery and reuse, we have developed a fluorous, oxime-based palladacycle 1 and demonstrated that it is a very efficient and versatile precatalyst for a wide range of carbon-carbon bond formation reactions (Suzuki-Miyaura, Sonogashira, Stille, Heck, Glaser-type, and Kumada) in either aqueous or organic medium under microwave irradiation. Palladacycle 1 could be recovered through F-SPE in various coupling reactions with recovery ranging from 84 to 95% for the first cycle. Inductively coupled plasma optical emission spectrometry (ICP-OES) analyses of the Pd content in the crude product from each class of transformation indicated extremely low levels of leaching and the palladacycle could be reused four to five times without significant loss of activity.

Decarbonylative approach to the synthesis of enamides from amino acids: Stereoselective synthesis of the (Z)-aminovinyl-d-cysteine unit of mersacidin

The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described.

Regioselective Heck reaction of N-vinylphthalimide: A general strategy for the synthesis of (E)-N-styrylphthalimides and phenethylamines

The arylation of N-vinylphthalimide takes place at the β-position with aryl iodides, bromides and chlorides using palladium acetate [Pd(OAc) 2] or phenone oxime-derived palladacycles as catalysts under phosphine-free conditions. The reaction is succesfully carried out in organic solvents, such as DMF, in the presence of an organic base, such as dicyclohexylmethylamine, and with TBAB as additive at 120°C under conventional or microwave heating. (E)-N-Styrylphthalimides are mainly obtained using a rather low palladium loading (0.05-1 mol%). Similar catalytic efficiency is observed using a Kaiser oxime resin-derived palladacycle, which allows reuse of the polymeric complex for three cycles. The high regioselectivity observed supports that these palladacycles work as a source of Pd(0)spec ies operating mainly through a neutral mechanism. The syntheses of 2-thienylphenethylamine and mescaline have been performed by subsequent hydrogenation with Wilkinson's catalyst and hydrazinolysis.

Synthesis and photophysical properties of N-styrylazinones

(Chemical Equation Presented) N-Styrylazinones and 1-styrylbenzotriazine were synthesized, and their photophysical properties were investigated. (Z)- and/or (E)-N-Styrylazinones (or azine) 4 were prepared from the corresponding heterocycles 1 and benzaldehyde (3) by four methods. The absorption maxima of (Z)- and/or (E)-4a - 4j were measured in four solvents. Their absorption maxima showed a moderate dependence upon solvents. The absorption maxima of (Z)-isomers were blue-shifted as compared the corresponding (E)-isomers. Emission maxima, fluorescence band half-widths, 0,0 transition energies, Stokes shifts, and quantum yields of (Z)- and/or (E)-4a, 4b, 4d, 4e and 4j were measured in organic solvents. The fluorescence spectra show moderate solvatochroism. The fluorescence properties of N-styrylheterocycles vary with every heterocycles.

Ru-catalyzed stereoselective addition of imides to alkynes

(Chemical Equation Presented) A catalyst system formed in situ from bis(2-methylallyl)-cycloocta-1,5-dieneruthenium(II) ((cod)Ru[met]2), a phosphine, and scandium(III) trifluoromethanesulfonate (Sc-(OTf)3) was found to efficiently ca

Photoinduced addition of phthalimide to unactivated alkynes

Photoexcited phthalimide in equilibrium with its conjugated base produces the regioselective hydrophthalimidation of conjugated alkynes. The vinylphthalimide thus obtained is hydrolyzed to the corresponding carbonyl compound. With unconjugated alkynes, the outcome is a double addition of phthalimide to the triple bond. The reaction is assumed to take place via single electron transfer from either the alkyne or the phthalimide anion to the excited phthalimide as the primary photoprocess.