33966-11-9

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 62-53-3 aniline 
• 18167-15-2 3-hydroxy-2-phenylisoindolin-1-one 
• 520-03-6 N-phenylphthalimide 
• 93-98-1 N-phenyl benzoyl amide 
• 100-52-7 benzaldehyde 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 27711-59-7 (3H-isobenzofuranylidene)-phenyl-amine 
• 5388-42-1 N-phenylphthalimidine 
• 147637-26-1 1-hydroxymethyl-2'-methoxybenzophenone 
• 87-41-2 2-benzofuran-1(3H)-one 

Relevant academic research and scientific papers

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.

Preparation method of hydroxyamide

The invention discloses a preparation method of a hydroxyamide shown as formula (I). The hydroxyamide is prepared through homogeneous catalytic hydrogenation reaction of a cyclic imide represented byformula (II), wherein R1, R2 and R3 are respectively and

Exploration of moderate conditions and substrate variation in the direct condensation between phthalide and primary amine catalyzed by GaCB. Are aliphatic amines less reactive than aromatic ones?

- Direct condensation between phthalide and a primary amine in the presence of Lewis acid was achieved for the first time in organic solvent-diluted reaction systems catalyzed by GaCh. The peripheral aspects of this reaction is discussed.

Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile

Herein we report a novel palladium-catalyzed oxidative carbonylation reaction for the synthesis of phthalimides with high atom- and step-economy. In our strategy, the imine and H2O, which are generated in situ from the condensation of aldehyde and amine, serve as self-sufficient directing group and nucleophile, respectively. This method provides rapid access to phthalimides starting from readily available materials in a one-pot manner. Various phthalimide derivatives are constructed efficiently, including medicinally and biologically active phthalimide-containing compounds.

Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine

This work represents the first catalytic hydrogenation of imides into amides and primary alcohols, in which the unique chemoselectivity is originated from the bifunctional nature of ruthenium-NH moiety in the catalyst. Copyright

A short and efficient synthesis of isoindolin-1-ones

Here, we report a short and efficient synthesis of isoindolin-1-ones. Base-induced cyclization of o-hydroxymethyl-benzamides, which was easily prepared from the corresponding phthalides and amines, led predominantly to N-alkylation in good yield. The reaction proceeded under mild conditions and bromine and nitrile substituents were tolerated. The selectivity is explained by HASB theory. Georg Thieme Verlag Stuttgart.

Application of organolithium and related reagents in synthesis. Part 13. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 4-hydroxy-1-arylnaphthalenes

The synthesis of the 3-unsubstituted phthalides (5) and their conversion into 1-hydroxy-1-arylphthalans (8), very useful precursors of isobenzofurans (10) and subsequent cycloaddition of them to dimethyl acetylenedicarboxylate as a way of regiospecific transformation of benzoic acids into dimethyl 4-hydroxy-1-(2-methoxyphenyl)naphthalene-2,3-dicarboxylates (12) (biaryls highly substituted around the axis), is described.

Prodrugs Based on Masked Lactones. Cyclization of γ-Hydroxy Amides

A versatile approach to prodrug design based on the lactonization of γ-hydroxy carbonyl compounds is investigated.A range of γ-hydroxy amides have been synthesized as models for amide-linked prodrugs.The rates of lactonization of these compounds have been measured, and the effects of pH, leaving group pKa, buffer species, and ionic strength are investigated.The kinetic data are consistent with changes in the rate-determining step with the nature of the buffer and with pH over the range 6-10.Some compounds show only small changes in rate over the pH range 7-9.The best model prodrugs studied have rates of amine expulsion that would probably be adequate for therapeutic use, but precise rates of drug liberation in vivo cannot be predicted from these data due to the problems of estimating the magnitude of biological buffer catalysis and effects due to tissue binding.However, drug liberation half-lives in vivo in the region of 1 h for aromatic amides, less for aliphatic amides, may be achieved by using prodrugs that yield 4,4-dialkyl(or spiroalkyl)-(Z)-but-2-enoic acid lactones during drug release.