Efficient and versatile synthesis of indoles from enamines and imines by cross-dehydrogenative coupling

Angewandte Chemie - International Edition

Volumn 51, Issue 37, 2012, Pages 9220-9222

  Shi, Zhuangzhi ^a   Glorius, Frank ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

C H activation; dioxygen; enamines; imines; indoles

Indexed keywords

C-H ACTIVATION; DIOXYGENS; ENAMINES; IMINES; INDOLES;

ACTIVATION ANALYSIS; KETONES;

AMINES;

AMINE; ANILINE; ANILINE DERIVATIVE; IMINE; INDOLE DERIVATIVE; KETONE; OXYGEN; PALLADIUM;

ARTICLE; CATALYSIS; CHEMISTRY; SYNTHESIS;

AMINES; ANILINE COMPOUNDS; CATALYSIS; IMINES; INDOLES; KETONES; OXYGEN; PALLADIUM;

EID: 84865856680     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201205079     Document Type: Article

References (23)

1. E. Fischer, F. Jourdan, Ber. Dtsch. Chem. Ges. 1883, 16, 2241-2245
2. B. Robinson, The Fischer Indole Synthesis, Wiley-Interscience, New York, 1982
3. W. Gribble, Contemp. Org. Synth. 1994, 1, 145-172.
4. G. R. Humphrey, J. T. Kuethe, Chem. Rev. 2006, 106, 2875-2911.
5. C.-J. Li, Acc. Chem. Res. 2009, 42, 335-344
6. C. J. Scheuermann, Chem. Asian J. 2010, 5, 436-451
7. C. Yeung, V. Dong, Chem. Rev. 2011, 111, 1215-1292
8. X. Bugaut, F. Glorius, Angew. Chem. 2011, 123, 7618-7620
9. Angew. Chem. Int. Ed. 2011, 50, 7479-7481.
10. B. Åkermark, L. Eberson, E. Jonsson, E. Pettersson, J. Org. Chem. 1975, 40, 1365-1367
11. H.-J. Knölker, N. O'Sullivan, Tetrahedron 1994, 50, 10893-10908
12. H. Hagelin, J. D. Oslob, B. Åkermark, Chem. Eur. J. 1999, 5, 2413-2416
13. H.-J. Knölker, Chem. Lett. 2009, 38, 8-13.
14. S. Würtz, S. Rakshit, J. J. Neumann, T. Dröge, F. Glorius, Angew. Chem. 2008, 120, 7340-7343
15. Angew. Chem. Int. Ed. 2008, 47, 7230-7233
16. J. J. Neumann, S. Rakshit, T. Dröge, S. Würtz, F. Glorius, Chem. Eur. J. 2011, 17, 7298-7303.
17. Z. Shi, C. Zhang, S. Li, D. Pan, S. Ding, Y. Cui, N. Jiao, Angew. Chem. 2009, 121, 4642-4646
18. Angew. Chem. Int. Ed. 2009, 48, 4572-4576.
19. R. Bernini, G. Fabrizi, A. Sferrazza, S. Cacchi, Angew. Chem. 2009, 121, 8222-8225
20. Angew. Chem. Int. Ed. 2009, 48, 8078-8081.
21. W. Yu, Y. Du, K. Zhao, Org. Lett. 2009, 11, 2417-2420.
22. Z.-H. Guan, Z.-Y. Yan, Z.-H. Ren, X.-Y. Liu, Y.-M. Liang, Chem. Commun. 2010, 46, 2823-2825.
23. Y. Wei, I. Deb, N. Yoshikai, J. Am. Chem. Soc. 2012, 134, 9098-9101.