Heteroaryl manganese reagents: Direct preparation and reactivity studies

Tetrahedron Letters

Volumn 46, Issue 35, 2005, Pages 5961-5964

  Rieke, Reuben D ^a,b   Suh, YoungSung ^a   Kim, Seung Hoi ^b  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^b Rieke Metals Incorporated   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE; HALIDE; MANGANESE; REAGENT;

ARTICLE; CHEMICAL REACTION;

EID: 23044499019     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.06.092     Document Type: Article

References (33)

1. According to the MDL Drug Data Report, the most widespread heterocycles in pharmaceutically active compound are pyridine, imidazole, indole, and pyrimidine derivatives.
2. G. Queginer, F. Marsais, V. Snieckus, and J. Epsztain Adv. Heterocycl. Chem. 52 1991 187
3. J.M. Lehn Supramolecular Chemistry 1995 VCH Verlasgesellschaft Weinheim
4. M.A. Peterson, and J.R. Mitchell J. Org. Chem. 62 1997 8237
5. M.J. Hannon, P.C. Mayers, and P.C. Taylor Tetrahedron Lett. 39 1998 8509
6. I. Gomez, E. Alonso, D.J. Ramon, and M. Yus Tetrahedron 56 2000 4043
7. N. Furukawa, T. Shibutani, and H. Fujihara Tetraheron Lett. 28 1987 5845
8. M. Abarbri, F. Dehmel, and P. Knochel Tetrahedron Lett. 40 1999 7449
9. F. Trecourt, G. Breton, V. Bonnet, F. Mongin, F. Marsais, and G. Queginer Tetrahedron Lett. 56 2000 1349
10. A.S. Bell, D.A. Roberts, and K.S. Ruddock Synthesis 1987 843
11. P. Knochel, J.J.A. Perea, and P. Jones Tetrahedron 54 1998 8275
12. P. Knochel, A. Millot, and A.L. Rodrigues Org. React. 2001 58
13. W. Dohle, D.M. Lindsay, and P. Knochel Org. Lett. 3 2001 2871
14. T. Sakamoto, Y. Kondo, N. Murata, and H. Yamanaka Tetrahedron Lett. 33 1992 5373
15. S.-H. Kim, M.V. Hanson, and R.D. Rieke Tetrahedron Lett. 37 1996 2197
16. S.-H. Kim, and R.D. Rieke Tetrahedron Lett. 38 1997 993
17. S.-H. Kim, X. Wu, and R.D. Rieke J. Org. Chem. 62 1997 6921
18. S.-H. Kim, and R.D. Rieke J. Org. Chem. 63 1998 6766
19. Y.S. Suh, J.S. Lee, S.-H. Kim, and R.D. Rieke J. Organomet. Chem. 684 2003 20
20. P.Y. Chavant, E. Metais, and G. Cahiez Tetrahedron Lett. 33 1992 5235
21. A. Martin, T. Delacroix, and G. Cahiez Tetrahedron Lett. 40 1999 6407
22. G. Cahiez, D. Luart, and F. Lecomte Org. Lett. 6 2004 4395
23. K.-Y. Jen, G.G. Miller, and R.L. Elsenbaumer J. Chem. Soc., Chem. Commun. 1986 1346
24. M. Sato, S. Tanaka, and K. Kareriyama J. Chem. Soc., Chem. Commun. 1986 873
25. G.D. Hartman, W. Halczenko, R.L. Smith, M.F. Sugrue, P.J. Mallogra, W.C. Randall, H. Schwam, and J.M. Sondey J. Med. Chem. 35 1992 3822
26. J.M. Holmes, G.C.M. Lee, M. Wijino, R. Weinkam, and M.E. Garst J. Med. Chem. 37 1994 1646
27. Y. Kojima, S. Wakita, and N. Kato Tetrahedron Lett. 20 1979 4577
28. D.S. Ennis, and T.L. Gilchrist Tetrahedron 46 1990 2623
29. G. Buechi, E.S.Z. Kovats, P. Enggist, and G. Uhde J. Org. Chem. 33 1968 1227
30. H.C. Brown, M. Srebnik, R.K. Bakshi, and T.E. Cole J. Am. Chem. Soc. 109 1987 5420
31. T.R. Bailey Synthesis 1991 242
32. H. Smith Phytochrome and Photomorphogenesis 1975 McGram H London
33. 4, and concentrated under vacuum. Flash chromatography (ethyl acetate/hexanes) afforded 4-thienyltoluene in 90% isolated yield.