Double thioalkylation/arylation of nitroarenes with the reduction of nitro- to amino group

Tetrahedron

Volumn 59, Issue 1, 2003, Pages 101-110

  Wróbel, Zbigniew ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

Amines; Bicyclic aromatic compounds; Reduction; Substitution; Thiols

Indexed keywords

ACETAMIDE DERIVATIVE; AMINE; ANILINE DERIVATIVE; AROMATIC NITRO COMPOUND; FUNCTIONAL GROUP; HYDROGEN; NITRO DERIVATIVE;

ALKYLATION; ARTICLE; ARYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; COLUMN CHROMATOGRAPHY; CRYSTALLIZATION; OXIDATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

EID: 0037213366     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01454-0     Document Type: Article

References (18)

1. Paradisi C., Scorrano G. Acc. Chem. Res. 32:1999;958-968.
2. Chupakhin O.N., Charushin V.N., van der Plas H.C. Nucleophilic Aromatic Substitution of Hydrogen. 1994;Academic, San Diego.
3. Terrier F. Nucleophilic Aromatic Displacement. 1991;VCH, New York.
4. Zlotin S.G., Kislitsin P.G., Samet A.V., Serebriakov E.A., Konyushkin L.D., Semenov V.V. J. Org. Chem. 65:2000;8430-8438.
5. Serushkina O.V., Dutov M.D., Shevelev S.A. Russ. Chem. Bull. 50:2001;261-264.
6. Kawakami T., Suzuki H. J. Chem. Soc. Perkin Trans. 1. 2000;3640-3644.
7. Wróbel Z. Tetrahedron Lett. 38:1997;4913-4916.
8. Wróbel Z. Tetrahedron. 54:1998;2607-2618.
9. Wróbel Z., Eur. J. Org. Chem. 2000;521-525.
10. 2 to the later system only 3-phenyl-2,1-benzisoxazole was isolated Wróbel Z. Pol. J. Chem. 72:1998;2384-2388.
11. Wróbel Z. Tetrahedron Lett. 41:2000;7365-7366.
12. Wróbel Z. Tetrahedron. 57:2001;7899-7907.
13. Eyer P., Gallemann D. Reactions of Nitrosoarenes with SH Groups. Patai S. The Chemistry of Amino, Nitroso, Nitro and Related Groups. 1996;999-1039 Wiley, New York. Supplement F2.
14. Schmidt M. J. Prakt. Chem. 42:1890;156-158.
15. Schmidt M. J. Prakt. Chem. 44:1891;522-523.
16. Boeniger M. Chem. Ber. 27:1894;23-25.
17. Andersen K.K. Sulphonic Acid and Their Derivatives. Sir Barton D. Comprehensive Organic Chemistry. Comprehensive Organic Chemistry. 1979;336 Pergamon, Oxford.
18. Ma̧kosza M., Sienkiewicz K. J. Org. Chem. 63:1998;4199-4208.