16990-74-2

Upstream product

• 1504-06-9 3-methylindolin-2-one 
• 83-34-1 3-Methylindole 

Downstream Products

• 1016988-80-9 3-benzylsulfanyl-3-methyl-1,3-dihydroindol-2-one 
• 1016988-82-1 3-benzyloxy-3-methyl-1,3-dihydroindol-2-one 
• 1403336-55-9 (±)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-3-methylindolin-2-one 
• 1403336-57-1 (±)-2-(1-acetyl-3-methylindolin-3-yl)-4-methylphenyl acetate 
• 1403336-41-3 (±)-3-(2-hydroxy-5-methylphenyl)-3-methylindolin-2-one 
• 1403336-42-4 (±)-3-(5-(tert-butyl)-2-hydroxyphenyl)-3-methylindolin-2-one 
• 1403336-51-5 (±)-3-(4-hydroxyphenyl)-3-methylindolin-2-one 
• 1207340-49-5 (R)-3-amino-3-methyl-1,3-dihydro-indol-2-one 
• 1403336-56-0 C₁₆H₁₇NO 
• 6941-73-7 2-(2,2-di(1H-indol-3-yl)ethyl)aniline 
• 358335-68-9 3-fluoro-3-methyl-oxindole 
• 358335-68-9 3-fluoro-3-methyl-oxindole 
• 1861-29-6 3-methylideneoxindole 
• 883976-64-5 3-[((2R,3S)-3-Azido-2-hydroxy-4-phenyl-butyl)-benzyl-amino]-3-methyl-1,3-dihydro-indol-2-one 

Relevant academic research and scientific papers

Microwave-assisted synthesis of 3,1-benzoxazin-2-ones from 3-hydroxyoxindoles

A general protocol for the synthesis of 3,1-benzoxazin-2-ones 18 from 3-hydroxyoxindoles 16 in a two steps sequence through phenylsuccinates or phenylpropionates 17 is described. Best reaction conditions for ring opening of 16 to succinates or propionates 17 were achieved using alcohol/silica gel, while cyclization of 17 to benzoxazinones 18 was easily done with HCl/alcohol. It was also found that 17 and 18 can be transesterified using HCl/alcohol. Most transformations were carried out by traditional heating and by microwave (MW) irradiation to accelerate reaction rates.

Use of pyridinium chlorochromate and reusable polyaniline salt catalyst combination for the oxidation of indoles

A novel method is described herein for the simple, convenient and efficient oxidation of indoles to isatins using pyridinium chlorochromate with the aid of polyaniline salt catalyst at room temperature or at reflux in dichloroethane. Interestingly, oxidation of 3-alkyl indoles by this procedure gave 3-hydroxy 3-alkyl oxindoles. On the other hand, indol-3-alkanols gave mixtures of isatins and 3-formyl indoles. This is the first example of use of polyaniline as a catalyst in oxidation reaction.

CeCl3·7H2O/IBX-promoted oxidation of 3-alkylindoles to 3-hydroxyoxindoles

3-Alkylindoles undergo smooth oxidation with IBX in the presence of CeCl3·7H2O in aqueous acetonitrile at ambient temperature to afford the corresponding 3-hydroxyoxindoles in high yields. This method is very useful for the direct preparation of 3-hydroxyoxindoles from 3-alkylindoles. Operational simplicity, mild and neutral reaction conditions in aqueous solution are the key features of this protocol.

A novel biotransformation of benzofurans and related compounds catalysed by a chloroperoxidase

The oxidation of 3-alkyl benzofurans, indoles, and a benzothiophene by the chloroperoxidase from Caldariomyces fumago has been investigated. Under conditions in which the catalase activity of chloroperoxidase was minimised in the presence of chloride and hydrogen peroxide, 3-methylbenzothiophene was oxidised at sulfur but the indoles (5-9) and benzofurans (1-4) gave 2,3-diols as initial products. In the case of N-unsubstituted indoles, these tautomerised to give the corresponding lactam. In contrast, the diols (predominantly trans) formed from the benzofurans were sufficiently stable for isolation and full characterisation. This novel reaction has the potential to be developed into a useful synthetic biotransformation.

OXIDATION OF 2-INDOLINONES WITH COBALT(II) SCHIFF'S BASE COMPLEXES

The oxidation of 2-indolinones (1) catalysed with cobalt(II) Schiff's base complexes gave isatins (2), O-aminoketones (3), 3-hydroxy-2-indolinones (4), and dimers (5).