Recent advance of the application of interrupted Fischer indolization toward bioactive indoline alkaloids

Research on Chemical Intermediates

Volumn 41, Issue 8, 2015, Pages 5869-5877

  Mo, Yuanzhao ^a   Zhao, Jipeng ^a   Chen, Weiping ^a   Wang, Qiaofeng ^a  

^a FOURTH MILITARY MEDICAL UNIVERSITY   (China)

Author keywords

Alkaloid; Furoindolines; Interrupted Fischer indolization; Pyrrolidinoindolines

Indexed keywords

EID: 84934437923     PISSN: 09226168     EISSN: 15685675     Source Type: Journal    
DOI: 10.1007/s11164-014-1707-5     Document Type: Article

References (42)

1. R. Eckermann, T. Gaich, Synthesis 45, 2813 (2013)
2. G. Carr, W. Tay, H. Bottriell, S.K. Andersen, A.G. Mauk, R.J. Andersen, Org. Lett. 11(14), 2996 (2009)
3. G.Y. Li, B.G. Li, T. Yang, J.F. Yan, G.Y. Liu, G.L. Zhang, J. Nat. Prod. 69, 1374 (2006)
4. P. Kamarajan, N. Sekar, V. Mathuram, S. Govindasamy, Biochem. Int. 25, 491 (1991)
5. V. Saraswathi, S. Subramanian, N. Ramamoorth, V. Mathuram, S. Govindasamy, Med. Sci. Res. 25, 167 (1997)
6. N. Keawpradub, G.C. Kirby, J.C.P. Steele, P.J. Houghton, Planta Med. 65, 690 (1999)
7. K. Husain, I. Jantan, N. Kamaruddin, I.M. Said, N. Aimi, H.J. Takayama, Phytochemistry 57, 603 (2001)
8. K. Husain, I. Jantan, I.M. Said, N. Aimi, H.J. Takayama, Asian Nat. Prod. Res. 5, 63 (2003)
9. G.C. Jagetia, M.S. Baliga, Phytother. Res. 20, 103 (2006)
10. R.S. Gupta, A.K. Bhatnager, Y.C. Joshi, M.C. Sharma, V. Khushalani, J.B. Kachawa, Pharmacology 75, 57 (2005)
11. D.F. Taber, P.K. Tirunahari, Tetrahedron 67, 7195 (2011)
12. S. Cacchi, G. Fabrizi, A. Goggiamani, Org. React. 76, 281 (2012)
13. D.Y. Liu, G.W. Zhao, L. Xiang, Eur. J. Org. Chem. 21, 3975 (2010)
14. A.J. Lin, J. Yang, M. Hashim, Org. Lett. 15(8), 1950 (2013)
15. K.C. Nicolaou, J.S. Chen, Pure Appl. Chem. 80(4), 727 (2008)
16. M. Lachia, C.J. Moody, Nat. Prod. Rep. 25, 227 (2008)
17. J. Kim, J.A. Ashenhurst, M. Movassaghi, Science 324, 238 (2009)
18. C.B. Huehls, T.S. Hood, J. Yang, Angew. Chem. Int. Ed. 51, 5110 (2012)
19. B.W. Boal, A.W. Schammel, N.K. Garg, Org. Lett. 11, 3458 (2009)
20. C. Liu, W. Zhang, L.X. Dai, S.L. You, Org. Biomol. Chem. 10, 7177 (2012)
21. B.H. Shupe, E.E. Allen, J.P. MacDonald, S.O. Wilson, A.K. Franz, Org. Lett. 15(13), 3218 (2013)
22. C. Liu, W. Zhang, L.X. Dai, S.L. You, Org. Lett. 14(17), 4525 (2012)
23. M.B. Calvert, J. Sperry, Tetrahedron Lett. 53, 5426 (2012)
24. M.G. Kulkarni, A.P. Dhondge, A.S. Borhade, D.D. Gaikwad, S.W. Chavhan, Y.B. Shaikh, V.B. Nigdale, M.P. Desai, D.R. Birhade, M.P. Shinde, Eur. J. Org. Chem. 2009, 3875 (2009)
25. A.W. Schammel, B.W. Boal, L. Zu, T. Mesganaw, N.K. Garg, Tetrahedron 66, 4687 (2010)
26. T. Matsuura, L.E. Overman, D.J. Poon, J. Am. Chem. Soc. 120, 6500 (1998)
27. G. Subramaniam, O. Hiraku, M. Hayashi, T. Koyano, K. Komiyama, T.S. Kam, J. Nat. Prod. 70, 1783 (2007)
28. Q. Li, G. Li, S.B. Ma, P.J. Feng, Y.A. Shi, Org. Lett. 15(11), 2601 (2013)
29. W.W. Ren, Q. Wang, J.P. Zhu, Angew. Chem. Int. Ed. 53, 1818 (2014)
30. M.X. Teng, W.W. Zi, D.W. Ma, Angew. Chem. Int. Ed. 53, 1814 (2014)
31. L. Zu, B.W. Boal, N.K. Garg, J. Am. Chem. Soc. 133, 8877 (2011)
32. J.M. Smith, J. Moreno, B.W. Boal, N.K. Garg, J. Am. Chem. Soc. 136, 4504 (2014)
33. J.E. DeLorbe, S.Y. Jabri, S.M. Mennen, L.E. Overman, F.L. Zhang, J. Am. Chem. Soc. 133, 6549 (2011)
34. J. Kim, M. Movassaghi, J. Am. Chem. Soc. 133, 14940 (2011)
35. H. Miyamoto, Y. Okawa, A. Nakazaki, S. Kobayashi, Tetrahedron Lett. 48, 1805 (2007)
36. S. De, J.H. Rigby, Tetrahedron Lett. 54, 4760 (2013)
37. C. Bunders, J. Cavanagh, C. Melander, Org. Biomol. Chem. 9, 5476 (2011)
38. A.W. Schammel, G. Chiou, N.K. Garg, J. Org. Chem. 77, 725 (2012)
39. A.W. Schammel, G. Chiou, N.K. Garg, Org. Lett. 14, 4556 (2012)
40. A. Nishida, S. Ushigome, A. Sugimoto, S. Arai, Heterocycles 66, 181 (2005)
41. R. Tsuji, M. Nakagawa, A. Nishida, Heterocycles 58, 587 (2002)
42. F. Zhan, G. Liang, Angew. Chem. Int. Ed. 52, 1266 (2013)