A facile route to 5-methyl-5H-indeno[1,2-c]quinolones via palladium-catalyzed cyclization of 2-alkynylbromobenzenes with N,N-dimethyl-2-alkynylanilines

Organic and Biomolecular Chemistry

Volumn 12, Issue 31, 2014, Pages 5861-5865

  Pan, Xiaolin ^a   Luo, Yong ^a   Kuang, Yunyan ^a   Li, Guangming ^b  

^a FUDAN UNIVERSITY   (China)

^b XINHUA HOSPITAL AFFILIATED TO SHANGHAI JIAO TONG UNIVERSITY SCHOOL OF MEDICINE   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; FUNCTIONAL GROUPS;

PALLADIUM-CATALYZED; QUINOLONES; TANDEM REACTION;

CYCLIZATION;

ANILINE; ANILINE DERIVATIVE; BROMOBENZENE; PALLADIUM; QUINOLONE DERIVATIVE;

CATALYSIS; CHEMISTRY; CYCLIZATION; ORGANIC CHEMISTRY; PROCEDURES; SYNTHESIS;

ANILINE COMPOUNDS; BROMOBENZENES; CATALYSIS; CHEMISTRY, ORGANIC; CYCLIZATION; PALLADIUM; QUINOLONES;

EID: 84904438094     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c4ob00706a     Document Type: Article

References (40)

1. S. L. Schreiber Science 2000 287 1964
2. P. Arya D. T. H. Chou M.-G. Baek Angew. Chem., Int. Ed. 2001 40 339
3. M. D. Burke S. L. Schreiber Angew. Chem., Int. Ed. 2004 43 46
4. S. L. Schreiber Nature 2009 457 153
5. D. S. Tan Nat. Chem. Biol. 2005 1 74
6. D. P. Walsh Y.-T. Chang Chem. Rev. 2006 106 2476
7. C. Cordier D. Morton S. Murrison A. Nelson C. O'Leary-Steele Nat. Prod. Rep. 2008 25 719
8. G. Zeni R. C. Larock Chem. Rev. 2006 106 4644
9. M. Alvarez-Corral M. Munoz-Dorado I. Rodriguez-Garcia Chem. Rev. 2008 108 3174
10. H. Cao L. McNamee H. Alper Org. Lett. 2008 10 5281
11. A. Minatti K. Muniz Chem. Soc. Rev. 2007 36 1142
12. M. A. P. Martins C. P. Frizzo D. N. Moreira L. Buriol P. Machado Chem. Rev. 2009 109 4140
13. A. Armstrong J. C. Collins Angew. Chem., Int. Ed. 2010 49 2282
14. A. R. Katritzky S. Rachwal Chem. Rev. 2010 110 1564
15. Z.-Y. Tang Q.-S. Hu Adv. Synth. Catal. 2006 348 846
16. N. Halland M. Nazaré O. Rkyek J. Alonso M. Urmann A. Lindenschmidt Angew. Chem., Int. Ed. 2009 48 6879
17. Z.-Y. Tang Q.-S. Hu Adv. Synth. Catal. 2006 348 846
18. H. Siebeneicher I. Bytschkov S. Doye Angew. Chem., Int. Ed. 2003 42 3042
19. J. Panteleev L. Zhang M. Lautens Angew. Chem., Int. Ed. 2011 50 9089
20. L. F. Tietze M. A. Düfert T. Hungerland K. Oum T. Lenzer Chem.-Eur. J. 2011 17 8452
21. S. H. Kim S. H. Park J. H. Choi S. Chang Chem.-Asian J. 2011 6 2618
22. J. Montgomery Angew. Chem., Int. Ed. 2004 43 3890
23. D. Enders C. Grondal M. R. M. Hüttl Angew. Chem., Int. Ed. 2007 46 1570
24. K. C. Nicolaou D. J. Edmonds P. G. Bulger Angew. Chem., Int. Ed. 2006 45 7134
25. L. F. Tietze, G. Brasche and K. Gericke, Domino Reactions in Organic Synthesis, Wiley-VCH, Weinheim, Germany, 2006
26. L. F. Tietze A. Düfert F. Lotz L. Sölter K. Oum T. Lenzer T. Beck R. Herbst-Irmer J. Am. Chem. Soc. 2009 131 17879
27. E. Negishi C. Coperet S. Ma S. Liou Y. F. Liu Chem. Rev. 1996 96 365
28. Y. Luo X. Pan J. Wu Org. Lett. 2011 13 1150
29. X. Pan Y. Luo J. Wu Chem. Commun. 2011 47 8967
30. Y. Luo X. Pan J. Wu Adv. Synth. Catal. 2012 354 3071
31. Y. Luo J. Wu Org. Lett. 2012 14 1592
32. Y. Luo J. Wu Chem. Commun. 2011 47 11137
33. Y. Luo L. Hong J. Wu Chem. Commun. 2011 47 5298
34. T. Ishida S. Kikuchi T. Tsubo T. Yamada Org. Lett. 2013 15 848
35. B.-C. Hong Z.-Y. Chen W.-H. Chen Org. Lett. 2000 2 2647
36. J. J. Eisch H. Gopal C. T. Kuo J. Org. Chem. 1978 43 2190
37. V. N. Gogte A. G. Namjoshi B. D. Tilak Tetrahedron Lett. 1971 45 4305
38. B. Yao Q. Wang J. Zhu Angew. Chem., Int. Ed. 2013 52 12992
39. B. Yao Q. Wang J. Zhu Angew. Chem., Int. Ed. 2012 51 5170
40. B. Yao Q. Wang J. Zhu Angew. Chem., Int. Ed. 2012 51 12311