Synthesis of Substituted Nitrooxindoles via Intramolecular Oxidative Nucleophilic Substitution of Hydrogen in m-Nitroacylanilides

Mieczysław  Mąkosza; Maciej  Paszewski

doi:10.1055/s-2002-34850

PAPER

Synthesis of Substituted Nitrooxindoles via Intramolecular Oxidative Nucleophilic Substitution of Hydrogen in m-Nitroacylanilides

Mieczysław Mąkosza*, Maciej Paszewski
Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, POB 58, Poland
Fax: +48(22)6326681; e-Mail: icho-s@icho.edu.pl;

Abstract

All articles of this category

Abstract

A simple method of the synthesis of substituted nitrooxindoles via intramolecular oxidative nucleophilic substitution of hydrogen is described.

Key words

nucleophilic aromatic substitution - oxindoles - nitroacylanilides

Full Text

References

1a Sundberg RJ. Indoles Academic Press; San Diego: 1996.

1b Gribble GW. J. Chem. Soc., Perkin Trans. 1 2000, 1045

2 Lee S. Hartwig JF. J. Org. Chem. 2001, 66: 3402

3a Mąkosza M. Wojciechowski K. Heterocycles 2001, 54: 445

3b Mąkosza M. Pure Appl. Chem. 1997, 69: 559

4a Wojciechowski K. Mąkosza M. Bull. Chim. Soc. Belg. 1986, 95: 671

4b Wojciechowski K. Mąkosza M. Synthesis 1986, 651

5 Mąkosza M. Danikiewicz W. Wojciechowski K. Liebigs Ann. Chem. 1988, 203

6 Wojciechowski K. Mąkosza M. Tetrahedron Lett. 1984, 25: 4793

7 Moskalev N. Mąkosza M. Tetrahedron Lett. 1999, 40: 5395

8 Mąkosza M. Hoser H. Heterocycles 1994, 37: 1701

9 Mąkosza M. Glinka T. Kinowski J. Tetrahedron 1984, 40: 1863

10a Mąkosza M. Russ. Chem. Bull. 1996, 45: 491

10b Terrier F. Nucleophilic Aromatic Displacement VCH; New York: 1991.

10c Chupakhin ON. Charushin VN. van der Plas HC. Nucleophilic Aromatic Substitution of Hydrogen Academic Press; San Diego: 1999.

11 Rosevear J. Wilshire JFK. Aust. J. Chem. 1985, 38: 723

12 Svoboda P. Pytela O. Vecera M. Collect. Czech. Chem. Commun. 1987, 52: 2217

13 Curray DP. Yu H. Liu H. Tetrahedron 1994, 50: 7343