Microwave assisted sulfopropylation of N-heterocycles using 1,3-propane sultone

Tetrahedron Letters

Volumn 39, Issue 52, 1998, Pages 9587-9588

  Adamczyk, Maciej ^a   Rege, Sushil ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; PROPANESULTONE;

ALKYLATION; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MICROWAVE IRRADIATION;

EID: 0032564585     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02301-6     Document Type: Article

References (17)

1. 1. a) Flanagan, J.H.; Khan, S.H.; Menchen, S.; Soper, S.A.; Hammer, R.P.; Bioconjugate Chemistry 1997, 8, 751.
2. b) Wolfbeis, O.S.; Urbano, E. J. Heterocyclic Chem. 1982, 19, 841.
3. c) Adamczyk, M.; Chen, Y.; Mattingly, P.G.; Pan, Y.; Rege, S. J.Org. Chem. 1998 (in press).
4. 2. Carrea, G.; Ottolina, G.; Riva, S.; Danieli, B.; Lesma, G.; Palmisano, G. Helv. Chim. Acta. 1988, 71, 762.
5. 3. a) Ruegg, U.T.; Rudinger, J. Methods Enzymol. 1977, 47, 116.
6. b) Ruegg, U.T.; Rudinger, J. Int. J. Pept. Protein Res. 1974, 6, 447.
7. c) Ikenoue, Y.; Saida, Y.; Kira, M.; Tomozaea, H.; Yahima, H.; Kobayashi, M. J. Chem. Soc. Chem. Commun. 1990, 1694.
8. d) Grosius, P.; Gallot, Y.C. Russ..Acad. Sci. C 1970, 271, 487.
9. 4. Suga, K.; Miyashige, T.; Takada, K.; Watanabe, S.; Moriyama, M. Aust. J. Chem. 1968, 21, 2333.
10. 5. a) Rohe, D. Chem. Ind. 1996, 119(9), 12.
11. b) Mocanu, G.; Mihai, D.; Raileanu, D.; Carpov, A. Cellu. Chem. Technol. 1993, 27, 249.
12. c) Wolbeis, O.S.; Urbano, E. J. Heterocyclic Chem. 1982, 19, 841.
13. 6. Schmitt, K.D. J.Org.Chem. 1995, 60, 5474.
14. 7. Carrea, G.; Ottolina, G.; Riva, S.; Danieli, B.; Lesma, G.; Palmisano, G. Helv. Chem. Acta 1988, 71, 762.
15. 8. Helberger, J.H.; Manecke, G.; Heyden, R. Justus Liebigs Ann. Chem 1949, 7, 151.
16. 9. a) 5-20% polysulfopropyl ester formation was evident.
17. b) ES MS fragmentation study clearly established the substitution to be on the aromatic nitrogen.