17060-34-3

Upstream product

• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 62-53-3 aniline 

Downstream Products

• 859941-86-9 2-(1-anilino-ethyl)-4-methyl-phenol 
• 38485-81-3 N-phenyl-6-methyl-2-oxo-2H-1-benzopyran-3-carboxamide 
• 21412-18-0 Cu(CH₃C₆H₃(O)CHNC₆H₅)2 
• 1360873-58-0 (3aS,4R,9aR)-6-methyl-N-phenyl-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine 
• 1322618-02-9 N-(3-benzyl-6-methyl-2-oxo-4-(phenylamino)chroman-3-yl)benzamide 
• 1322618-01-8 N-(3-benzyl-6-methyl-2-oxo-4-(phenylamino)chroman-3-yl)benzamide 
• 1227260-78-7 7-methyl-N-phenyl-2,3,4,4a,5,10a-hexahydropyrano[2,3-b]chromene-4-amine 

Relevant academic research and scientific papers

Copper-Catalyzed Asymmetric Annulation Reactions of Carbenes with 2-Iminyl- or 2-Acyl-Substituted Phenols: Convenient Access to Enantioenriched 2,3-Dihydrobenzofurans

We have developed a method for the highly diastereo- and enantioselective construction of 2,3-dihydrobenzofurans bearing tetrasubstituted carbon stereocenters by means of annulation reactions between carbenes and 2-iminyl- or 2-acyl-substituted phenols through catalysis by readily accessible copper(I)/bisoxazoline catalysts under mild conditions. These reactions feature a unique mechanism in which the copper catalyst serves a dual function: first it reacts with the diazo compound to generate a metal carbene, and second, upon formation of an oxonium ylide, it acts as a Lewis acid to activate the imine or ketone for diastereo- and enantioselective cyclization.

Carbocation Organocatalysis in Interrupted Povarov Reactions to cis-Fused Pyrano- and Furanobenzodihydropyrans

Tritylium cation-catalyzed interrupted Povarov reactions afforded cis-4-aminobenzodihydropyrans in excellent yields (90 %) within 10 min by low catalyst loadings (1 mol-%). A mechanism involving Lewis acidic catalysis by a carbocation was proposed and val

Efficient one-pot synthesis of trans-Pt(ii)(salicylaldimine)(4-picoline)Cl complexes: Effective agents for enhanced expression of p53 tumor suppressor genes

A series of trans-Pt(ii)(salicylaldimine)(4-picoline)Cl complexes were synthesized in 78-87% yield using a one-pot procedure from commercially available precursors. The structures of these complexes were characterized by 1H, 19F and

Catalytic asymmetric mannich-ketalization reaction: Highly enantioselective synthesis of aminobenzopyrans

"Chemical Equation Present" Domino catalysis: We have developed the first enantioselective domino Mannich-ketalization reaction of o-hydroxy benzaldimines with electron-rich alkenes (see scheme). The new reaction sequence provides an easy and direct acces

Syntheses, structures and electrochemistry of copper(II) salicylaldehyde/tris(3-phenylpyrazolyl)borate complexes as models for the radical copper oxidases

2-Hydroxy-5-methyl-3-methylsulfanylbenzaldehyde(HL2) and 2-hydroxy-5-methyl-3-methylselanylbenzaldehyde (HL3) have been synthesized from 2-hydroxy-5-methylbenzaldehyde (HL1), as have Schiff bases HL4R and HL5R (R = Me or Ph) derived from RNH2 and HL1 or HL2 respectively. The complexes [Cu(L)(TpPh)] ([L1]- = [L1]-, 1; [L2]-, 2; [L3]-, 3; [L4Me]-, 4; or [L4Ph]-, 5) have been prepared. Single crystal structure determinations of 1, 2, 4 and 5 show copper(II) centres with square pyramidal [CuN3O2] (1, 2) or [CuN4O] (4, 5) co-ordination spheres; for 4 and 5 the basal plane of the complex is twisted by 20-25° because of the steric properties of the Schiff base Me or Ph substituent. The UV/vis and EPR spectra of 1-5 in CH2Cl2 show the presence of tetragonal copper(II) centres. Cyclic voltammograms of 1-5 and the uncomplexed phenols in CH2Cl2-0.5 M Bu4nNPF6 exhibit an irreversible or (for 2) reversible 1-electron oxidation to a phenoxyl radical. The oxidation potentials of HL2 and HL3, and of 2 and 3, are barely distinguishable. However, the irreversibility of this process for 3 compared to that of 2 suggests that a selenoether substituent kinetically stabilises the phenoxyl unpaired spin less efficiently than a thioether one; this is borne out by EHMO calculations on L1?-L3?. Spectroelectrochemical characterisation of [2]+, whose UV/vis/NIR spectrum is very similar to that of galactose oxidase, confirms its formulation as the antiferromagnetically coupled species [CuII(L2?)(TpPh)]+.

Electron Impact Induced Fragmentation of Schiff Bases of 2-Hydroxy-5-methylbenzaldehyde

Mass spectral fragmentation of Schiff bases derived from 2-hydroxy-5-methylbenzaldehyde and arylamines as well as benzylamine are reported.Six-centre H-transfer McLafferty rearrangement, HCN elimination from M.+ as well as from the other fragments and formation of a benzisoxazole cation are the common features of the mass spectra.Arylamines Schiff bases show M.+ as the base peaks while benzylamine Schiff bases gives m/e 91, tropylium ion, as the base peak.