4-Fluoro-6-acetyloxindole → 6-Benzoyl-1,3-dihydro-2H-indol-2-one

HRID 4474Notes

Reaction equation

HRID 4474 reaction equation
Cl[C:2]1[CH:10]=[C:9]([C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[C:7]2[C:3]=1[CH2:4][C:5](=[O:19])[NH:6]2.FC1C=C(C(=O)C)C=C2C=1CC(=O)N2.COC1C=C(C(=O)C2C=CC=CC=2)C=C2C=1CC(=O)N2.COC1C=C(C(=O)CCC)C=C2C=1CC(=O)N2.C1(C(C2C=C3C(CC(=O)N3)=CC=2)=O)SC=CC=1.C1SC=CC=1C(C1C=C2C(CC(=O)N2)=CC=1)=O.CC1C=C(C(=O)C2SC=CC=2)C=C2C=1CC(=O)N2.CSC1C=C(C(=O)C2C=CSC=2)C=C2C=1CC(=O)N2.FC1C=C(C(=O)C2SC=CC=2)C=C2C=1CC(=O)N2>>[C:11]([C:9]1[CH:8]=[C:7]2[C:3]([CH2:4][C:5](=[O:19])[NH:6]2)=[CH:2][CH:10]=1)(=[O:18])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

10

Reactant 9

HCID 212820094-Fluoro-6-acetyloxindoleHCID 212820214-Methoxy-6-butyryloxindoleHCID 212820224-Methyl-6-(2-thenoyl)oxindoleHCID 21282048HCID 21282048, compoundHCID 21282049HCID 21282049, compoundHCID 212820656-(2-Thenoyl)oxindoleHCID 21282100HCID 21282100, compoundHCID 53740050HCID 53740050, compoundHCID 54336346HCID 54336346, compound

Product 1

HCID 134082316-Benzoyl-1,3-dihydro-2H-indol-2-one

Procedure

In a similar manner, starting with the appropriate reagent 6-n-butyryloxindole, 4-chloro-6-benzoyloxindole, 4-fluoro-6-acetyloxindole, 4-methoxy-6-benzoyloxindole, 4-methoxy-6-butyryloxindole, 6-(2-thenoyl)oxindole, 6-(3-thenoyl)oxindole, 4-methyl-6-(2-thenoyl)oxindole, 4-methylthio-6-(3-thenoyl)oxindole and 4-fluoro-6-(2-thenoyl)oxindole are prepared.

Workup

  1. customare prepared

Sources & evidence

ORD record
ord-d6c2eca3969d4ba2a9cdbb8916d07d20
Source dataset
uspto-grants-1988_02
Patent number
US04725616

Reaction notes

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