Synthesis of 6,6-difluorohomopiperazines via microwave-assisted detosylation

Synthesis

Volumn , Issue 2, 2003, Pages 223-226

  Wellner, Eric ^a   Sandin, Helena ^a   Pääkkönen, Leila ^a  

^a Active Biotech Research AB   (Sweden)

Author keywords

Diethylaminosulfur trifluoride (DAST); Heterocycles; Microwaves; Protecting groups; Sulfonamides

Indexed keywords

MICROWAVES; OXIDATION;

DETOSYLATION;

ORGANIC COMPOUNDS;

6,6 DIFLUOROHOMOPIPERAZINE DERIVATIVE; ALCOHOL DERIVATIVE; AMINE; DIETHYLAMINOSULFUR TRIFLUORIDE; FLUORIDE; HETEROCYCLIC COMPOUND; KETONE; PIPERAZINE DERIVATIVE; SULFONAMIDE; TOLUENESULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG; [1,4]DIAZEPAN 6 OL DERIVATIVE; [1,4]DIAZEPANONE DERIVATIVE;

ARTICLE; DESS MARTIN OXIDATION; FLUORINATION; MICROWAVE RADIATION; SWERN OXIDATION; SYNTHESIS;

EID: 0037284092     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-36834     Document Type: Article

References (14)

1. Welch, J. T. Tetrahedron 1987, 43, 3123.
2. Tozer, M. J.; Herpin, T. F. Tetrahedron 1996, 52, 8619.
3. Baker, A. W.; Shuglin, A. T. Nature (London) 1965, 206, 712.
4. Ziegler, C. B.; Bitha, P.: Kuck, N. A.; Fenton, T. J.; Petersen, P. J.; Lin, Y.-I. J. Med. Chem. 1990. 33, 142.
5. Saari, W. S.; Raab, A. W.; King, S. W. J. Org. Chem. 1971, 36, 1711.
6. Wilkinson, J. A. Chem. Rev. 1992, 92, 505.
7. Opalka, C. J.; D'Ambra, T. E.; Faccone, J. J.; Bodson, G.; Cossement, E. Synthesis 1995, 766.
8. Gold, E. H.; Babad, E. J. Org. Chem. 1972, 37, 2208.
9. Henry, J. R.; Marcin, L. R.; McIntosh, M. C.; Scola, P. M.; G. D.; Weinreb, S. M. Tetrahedron Lett. 1989, 30, 5709.
10. Stauffer, S. R.; Katzenellenbogen, J. A. J. Comb. Chem. 2000, 2, 318.
11. Stetter, H.; Roos, E. E. Chem. Ber. 1954, 87, 566.
12. Parlow, J. J.; Case, B. L.; South, M. S. Tetrahedron 1999, 55, 6785.
13. Subramanyam, C.; Chang, S.-P. Tetrahedron Lett. 2000, 41, 7145.
14. 1H NMR.