From 4,5,6,7-tetrahydroindole to functionalized furan-2-one-4,5,6,7- tetrahydroindole-cyclobutene sequence in two steps

Tetrahedron

Volumn 67, Issue 26, 2011, Pages 4832-4837

  Sobenina, Lyubov N ^a   Stepanova, Zinaida V ^a   Ushakov, Igor A ^a   Mikhaleva, Al'Bina I ^a   Tomilin, Denis N ^a   Kazheva, Ol'Ga N ^b   Alexandrov, Grigorii G ^c   Dyachenko, Oleg A ^b   Trofimov, Boris A ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

^b INSTITUTE OF PROBLEMS OF CHEMICAL PHYSICS   (Russian Federation)

^c KURNAKOV INSTITUTE OF GENERAL AND INORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOBUTANE DERIVATIVE; FUMARIC ACID; HETEROCYCLIC COMPOUND; INDOLE DERIVATIVE; METHANOL; QUINONE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR SINGLE QUANTUM COHERENCE; ISOMER; ISOMERIZATION; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

EID: 79958100798     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.05.018     Document Type: Article

References (40)

1. W.Y. Gao, R. Agbaria, J.S. Driscoll, and H. Mitsuya J. Biol. Chem. 269 1994 12633 12638
2. C. Meier Synlett 1998 233 242
3. D. Saboulard, L. Naesens, D. Cahard, A. Salgado, R. Pathirana, S. Velazquez, C. Mcguigan, E. De Clercq, and J. Balzarini Mol. Pharmacol. 56 1999 693 704
4. P.C. Bradshaw, J. Li, and D.C. Samuels Biochem. J. 392 2005 363 373
5. H. Tahir, and O. Hindsgaul J. Org. Chem. 65 2000 911 913
6. F. Effenberger, and J. Syed Tetrahedron: Asymmetry 9 1998 817 825
7. G. Shenoy, P. Kim, M. Goodwin, Q.-A. Nguyen, C.E. Barry, and C.S. Dowd Heterocycles 63 2004 519 527
8. A.R. Rajaram, and L. Pu Org. Lett. 8 2006 2019 2021
9. A.I. Zografos, and D. Georgiadis Synthesis 2006 3157 3188
10. F.W. Lichtenthaler, E. Cuny, and O. Sakanaka Angew. Chem., Int. Ed. 44 2005 4944 4948
11. S.P. Gunasekera, P.J. McCarthy, and M. Kelly-Borges J. Am. Chem. Soc. 118 1996 8759 8760
12. E.J. Corey, and B.E. Roberts J. Am. Chem. Soc. 119 1997 12425 12431
13. M. Takahashi, K. Dodo, Y. Sugimoto, Y. Aoyagi, Y. Yamada, Y. Hasimoto, and R. Shirai Bioorg. Med. Chem. Lett. 10 2000 2571 2574
14. H. Miyaoka, Y. Kajiwara, Y. Hara, and Y. Yamada J. Org. Chem. 66 2001 1429 1435
15. D. Brohm, N. Philippe, S. Metzger, A. Bhargava, O. Muller, F. Lieb, and H. Waldmann J. Am. Chem. Soc. 124 2002 13171 13178
16. A. Soriente, A. Crispino, M. De Rosa, S. De Rosa, A. Scettri, G. Scognamiglio, R. Villano, and G. Sodano Eur. J. Org. Chem. 2000 947 953
17. P. Basabe, S. Delgado, I.S. Marcos, D. Diez, A. Diego, M. De Roman, and J.G. Urones J. Org. Chem. 70 2005 9480 9485
18. E.M. Mangnus, P.L.A. Stommen, and B. Zwanenburg J. Plant Growth Regul. 11 1992 91 98
19. P. Kuad, M. Borkovec, M.D.-E. Murr, T. Le Gall, C. Mioskowski, and B. Spiess J. Am. Chem. Soc. 127 2005 1323 1333
20. E.M. Mangnus, and B. Zwanenburg J. Agric. Food Chem. 40 1992 1066 1070
21. J.W. Thuring, A.A.M.A. van Gaal, S.J. Hornes, M.M. de Kok, G.H.L. Nefkens, and B. Zwanenburg J. Chem. Soc., Perkin Trans. 1 1997 767 774
22. E.C. Taylor, and R.A. Jones Pyrroles 1990 Wiley New York, NY
23. The Chemistry of Heterocyclic Compounds Vol. 25 1994 Wiley-Interscience New York, NY
24. R.J. Sundberg Indoles 1996 Academic New York, NY
25. Pandya, B. A. Boston College Dissertations and Thesis. Paper AAI3283895, 2007.
26. B.A. Trofimov, and I. Mikhaleva N-Vinylpyrroles 1984 Nauka Novosibirsk
27. B.A. Trofimov Advances in Heterocyclic Chemistry Vol. 51 1990 Academic New York, NY 177
28. Trofimov, B. A.; Mikhaleva,. I.; Schmidt, E. Y.; Ryapolov, O. A.; Platonov, V. B. Patent RF No RU 2,297,410, 2006.
29. B.A. Trofimov, Z.V. Stepanova, L.N. Sobenina, A.I. Mikhaleva, and I.A. Ushakov Tetrahedron Lett. 45 2004 6513 6516
30. Z.V. Stepanova, L.N. Sobenina, A.I. Mikhaleva, I.A. Ushakov, V.N. Elokhina, V.K. Voronov, and B.A. Trofimov Synthesis 2004 2736 2743
31. L.N. Sobenina, A.P. Demenev, A.I. Mikhaleva, I.A. Ushakov, A.M. Vasil'tsov, A.V. Ivanov, and B.A. Trofimov Tetrahedron Lett. 47 2006 7139 7141
32. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, A.P. Demenev, A.I. Mikhaleva, I.A. Ushakov, T.I. Vakul'skaya, and O.V. Petrova Russ. J. Org. Chem. 42 2006 1348 1355
33. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, I.A. Ushakov, O.V. Petrova, O.A. Tarasova, K.A. Volkova, and A.I. Mikhaleva Synthesis 2007 447 451
34. B.A. Trofimov, L.N. Sobenina, A.P. Demenev, Z.V. Stepanova, O.V. Petrova, I.A. Ushakov, and A.I. Mikhaleva Tetrahedron Lett. 48 2007 4661 4664
35. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, T.I. Vakul'skaya, O.N. Kazheva, G.G. Aleksandrov, O.A. Dyachenko, and A.I. Mikhaleva Tetrahedron 64 2008 5541 5544
36. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, O.V. Petrova, I.A. Ushakov, and A.I. Mikhaleva Tetrahedron Lett. 49 2008 3946 3949
37. B.A. Trofimov, and L.N. Sobenina O.A. Attanasi, D. Spinelli, Targets in Heterocyclic Systems-Chemistry and Properties Vol. 13 2009 Societ Chimica Italiana Rome 92 119
38. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, I.A. Ushakov, L.M. Sinegovskaya, T.I. Vakul'skaya, and A.I. Mikhaleva Synthesis 2010 470 477
39. B.A. Trofimov, L.N. Sobenina, Z.V. Stepanova, I.A. Ushakov, A.I. Mikhaleva, D.N. Tomilin, O.N. Kazheva, G.G. Alexandrov, A.N. Chekhlov, and O.A. Dyachenko Tetrahedron Lett. 51 2010 5028 5031
40. G.M. Sheldrick SHELXS 97, SHELXL 97 1997 University of Gottingen Germany