94298-57-4

Upstream product

• 172604-63-6 3-hydroxy-1-methylquinolin-2(1H)-one 
• 852203-12-4 3-bromo-1-methyl-4-phenylquinolin-2(1H)-one 
• 1134192-45-2 2-cyano-N-methyl-N,3-diphenyloxirane-2-carboxamide 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 100-52-7 benzaldehyde 
• 519-66-4 4-hydroxy-1-methyl-3-phenylquinolin-2-one 
• 113737-84-1 3-hydroxy-1-methyl-3-phenylquinoline-2,4(1H,3H)-dione 
• 2665-92-1 N-methyl-3-oxo-N,3-diphenylpropanamide 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 100-61-8 N-methylaniline 
• 182890-79-5 4-Cyclohex-2-enyl-3-hydroxy-1-methyl-1H-quinolin-2-one 
• 182890-78-4 3-(Cyclohex-2-enyloxy)-1-methyl-1H-quinolin-2-one 
• 182890-84-2 8-Bromo-5-methyl-7a,8,9,10,11,11a-hexahydro-5H-7-oxa-5-aza-benzo[c]fluoren-6-one 

Downstream Products

• 126852-20-8 UO₂(C₉H₄NO₂(C₆H₅)(CH₃))2 
• 113317-40-1 bis(N-methyl-4-phenyl-3-hydroxy-2-quinolone)cobalt dihydrate 

Relevant academic research and scientific papers

Regioselective Ring Expansion of Isatins with in Situ Generated α-Aryldiazomethanes: Direct Access to Viridicatin Alkaloids

A novel efficient one-pot regioselective ring-expansion reaction of isatins with in situ generated α-aryl/heteroaryldiazomethanes for the construction of viridicatin alkaloids has been described under metal-free conditions. The utility of this protocol is further demonstrated in the synthesis of naturally occurring viridicatin, viridicatol, and substituted 3-O-methyl viridicatin and their scale up.

Pinacol rearrangement of 3,4-dihydro-3,4-dihydroxyquinolin-2(1H)-ones: An alternative pathway to viridicatin alkaloids and their analogs

3-Alkyl/aryl-3-hydroxyquinoline-2,4-diones were reduced with NaBH 4 to give cis-3-alkyl/aryl-3,4-dihydro-3,4-dihydroxyquinolin-2(1H)- ones. These compounds were subjected to pinacol rearrangement by treatment with concentrated H2SOs

One-pot synthesis of 3-hydroxyquinolin-2(1 H)-ones from N-phenylacetoacetamide via PhI(OCOCF3)2-mediated α-hydroxylation and H2SO4-promoted intramolecular cyclization

A clean, one-pot synthesis of the biologically important 3-hydroxyquinolin-2(1H)-one compounds has been realized from the readily available N-phenylacetoacetamide derivatives through a PhI(OCOCF 3)2-mediated α-hydroxylation and a H 2SO4-promoted intramolecular condensation. The hydroxyl group in the generated α-hydroxylated intermediate can be well tolerated in the second H2SO4-promoted cyclization step.

A concise and versatile synthesis of viridicatin alkaloids from cyanoacetanilides

The efficient synthesis of 3-hydroxy-4-arylquinolin-2(1H)-ones through one-pot Knoevenagel condensation/epoxidation of cyanoacetanilides followed by decyanative epoxide-arene cyclization is described. A convergent assembly with functionalized aldehydes allows for rapid synthesis with diverse substitution patterns. Isolation of 3-hydroxy-4-arylquinolin-2(1H)-ones is readily accomplished by precipitation and filtration.

Synthesis of bisquinolone-based mono- and diphosphine ligands of the aza-BINAP type

(Chemical Equation Presented) Mono- and bisphosphine ligands based on the 4,4′-bisquinolone structural framework (BIQUIP ligands) were generated by direct microwave-assisted palladium-catalyzed carbon-phosphorus cross-coupling reactions employing the corr

Regioselective synthesis of polyheterocycles from 4-cyclohex-2-enyl-3-hydroxy-1-methylquinolin-2(1H)-one

4-Cyclohex-2-enyl-3-hydroxy-1-methylquinolin-2(1H)-one (4) was prepared in 90% yield by the thermal [3,3]sigmatropic rearrangement of 3-cyclohex-2-enyloxy-1-methylquinolin-2(1H)-one (3) in refluxing chlorobenzene for 10 h. Compound (4) was cyclised through a sequence of reactions viz. i) acetylation ii) addition of bromine and iii) treatment of the acetyl dibromo compound (6) with base to give a bicyclic product (7) in 90% yield. Treatment of compound 4 with pyridine hydrobromide perbromide in dichloromethane at 0-5°C afforded a cyclic product B in excellent yield. Compound 4 when treated with cold conc. sulphuric acid at 0-5°C furnished the bicyclic product 12 in 89% yield.