New synthesis of linear furoquinoline alkaloids

Tetrahedron Letters

Volumn 45, Issue 51, 2004, Pages 9483-9485

  Bhoga, Umadevi ^a   Mali, R S ^a   Adapa, Srinivas R ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

3 OXIRANYLQUINOLINE; ALKALOID DERIVATIVE; DICTAMNINE; DIMETHYL SULFONE; EVOLITRINE; FUROQUINOLINE; GAMMA FAGARINE; PTELEINE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG DETERMINATION; DRUG SYNTHESIS; LINEAR SYSTEM; STRUCTURE ANALYSIS;

EID: 8844268408     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.09.041     Document Type: Article

References (28)

1. M.F. Grundon, and N.J. McCorkindale J. Chem. Soc. 1957 2177 2185
2. B. Wolter, and V. Eilert Planta Med. 43 1981 166 174
3. J.B. Hudson, E.A. Graham, G.C. Chan, and G.H.N. Towers Photochem. Photobiol. 42 1985 523 581
4. M. Mizuta, and H. Kannamori Mutat. Res. 144 1985 221 225
5. S.W. Kim, W.H. Yeo, S. Ko-young, and S.K. Kim Saengyak Hakhoechi. 28 1997 209 214
6. H. Tuppy, and F. Bohm Angew. Chem. 68 1956 376 392
7. H. Tuppy, and F. Bohm Monatsh. Chem. 87 1956 720 724
8. T. Yazima, and K. Mankato Agric. Biol. Chem. 44 1980 235 243
9. J.A. Diment, E. Ritchie, and W.C. Taylor Aust. J. Chem. 22 1969 1797 1801
10. M.F. Grundon, and N.J. McCorkindale Chem. Ind. 13 1956 1091 1092
11. M.F. Grundon, and N.J. McCorkindale Chem. Ind. 417 1957 2177 2179
12. M.F. Grundon, J.F. Collins, W.J. Donnelly, D.M. Harrison, and C.G. Spyropoulos J. Chem. Soc., Chem. Commun. 18 1972 1029 1031
13. T. Sekiba Bull. Chem. Soc. Jpn. 46 1973 577 582
14. R.G. Cooke, and H.F. Haynes Aust. J. Chem. 11 1958 221 230
15. T. Sato, and M. Ohta Bull. Chem. Soc. Jpn. 31 1958 161 163
16. B.R. Pai, S. Prabhakar, P.S. Santhanam, and V. Sudarsanam Indian J. Chem. 2 1964 491 492
17. N.S. Narasimhan, M.V. Paradkar, and R.H. Alurkar Tetrahedron 27 1971 1351 1356
18. N.S. Narasimhan, and R.S. Mali Tetrahedron 30 1974 4153 4157
19. Y. Kuwayama, T. Ota, T. Mikata, and H. Kanda Yakugakuzasshi 88 1968 1050 1053
20. P. Rajamanickam, and P. Shanmugam Indian J. Chem. 26B 1987 910 913
21. N.S. Narasimhan, and M.V. Paradkar Chem. Ind. 1967 831 832
22. N.S. Narasimhan, M.V. Paradkar, and R.H. Alurkar Tetrahedron 27 1970 1347 1355
23. E.J. Corey, and M. Chaykovsky J. Am. Chem. Soc. 87 1965 1353 1355
24. Treatment of trimethylsulfonium iodide with a strong base (60% NaH in DMSO-THF) gave a solution of dimethylsulfonium methylide. This heat labile reagent liberated in situ is an exceedingly selective methylene transfer reagent, which is of great use for converting carbonyl compounds into epoxides. In this reaction, THF is used to prevent freezing of the reaction mixture. Reactions involving dimethylsulfonium methylide are generally carried out at ice-cold temperatures, since it is very sensitive to heat
25. T. Ohta, and Y. Mori Ann. Rept. Tokyo Coll. Pharm. 4 1954 261 264
26. Chem. Abstr. 50 1956 998
27. S.P.J. Werny Tetrahedron 19 1963 1293 1305
28. J.H. Briggs, and R. Cambia Tetrahedron 2 1958 256 270