Palladium-catalyzed direct arylation reaction of 2,3,5-trisubstituted furans with aryl iodides or aryl bromides

Synlett

Volumn , Issue 10, 2011, Pages 1472-1476

  Cao, Hua ^a   Shen, Dongsheng ^a   Zhan, Haiying ^a   Yang, Liuqing ^a  

^a GUANGDONG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

2,3,5 trisubstituted furans; aryl bromides; aryl iodides; arylation reaction; palladium

Indexed keywords

ARYL BROMIDE DERIVATIVE; ARYL IODIDE DERIVATIVE; DIETHYL 5 FORMYLFURAN 2,3 DICARBOXYLATE; IODOBENZENE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; ASYMMETRIC CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR ELECTRONICS; STEREOSPECIFICITY;

EID: 80955180609     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1260763     Document Type: Article

References (49)

1. Trost B M., Science 1991 234 1471
2. Hassan J, Sévignon M, Gozzi C, Schulz E, Lemaire M, Chem. Rev. 2002 102 1359
3. Okazawa T, Satoh T, Miura M, Nomura M, J. Am. Chem. Soc. 2002 124 5286
4. Lane B S., Brown M A., Sames D, J. Am. Chem. Soc. 2005 127 8050
5. Mori A, Sekiguchi A, Masui K, Shimada T, Horie M, Osakada K, Kawamoto M, Ikeda T, J. Am. Chem. Soc. 2003 125 1700
6. Leclerc J P., Fagnou K, Angew. Chem. Int. Ed. 2006 45 7781
7. Campeau L C., Rousseaux S, Fagnou K, J. Am. Chem. Soc. 2005 127 18020
8. Satoh T, Itaya T, Miura M, Nomura M, Angew. Chem., Int. Ed. Engl. 1997 36 1740
9. Daugulis O, Zaitsev V G., Angew. Chem. Int. Ed. 2005 44 4046
10. Kobayashi K, Sugie A, Takahashi M, Masui K, Mori A, Org. Lett. 2005 7 5083
11. Park C H., Ryabova V, Seregin I V., Sromek A W., Gevorgyan V, Org. Lett. 2004 6 1159
12. Li W, Nelson D P., Jensen M S., Hoerner R S., Javadi G J., Cai D, Larsen R D., Org. Lett. 2003 5 4835
13. Glover B, Harvey K A., Liu B, Sharp M J., Tymoschenko M F., Org. Lett. 2003 5 301
14. McClure M S., Glover B, McSorley E, Millar A, Osterhout M H., Roschangar F, Org. Lett. 2001 3 1677
15. Kametani Y, Satoh T, Miura M, Nomura M, Tetrahedron Lett. 2000 41 2655
16. Zhuravlev F A., Tetrahedron Lett. 2006 47 2929
17. Wiedemann S H., Lewis J C., Ellman J A., Bergman R G., J. Am. Chem. Soc. 2006 128 2452
18. Lewis J C., Wu J Y., Bergman R G., Ellman J A., Angew. Chem. Int. Ed. 2006 45 1589
19. Proch S, Kempe R, Angew. Chem. Int. Ed. 2007 46 3135
20. Oi S, Fukita S, Inoue Y, Chem. Commun. 1998 2439
21. Bedford R B., Coles S J., Hursthouse M B., Limmert M E., Angew. Chem. Int. Ed. 2003 42 112
22. Lewis J C., Wiedemann S H., Bergman R G., Ellman J A., Org. Lett. 2004 6 35
23. Wang X, Lane B S., Sames D, J. Am. Chem. Soc. 2005 127 4996
24. Kakiuchi F, Matsuura Y, Kan S, Chatani N, J. Am. Chem. Soc. 2005 127 5936
25. Kakiuchi F, Kan S I. K., Chatani N, Murai S, J. Am. Chem. Soc. 2003 125 1698
26. Ackermann L, Althammer A, Born R, Angew. Chem. Int. Ed. 2006 45 2619
27. Ackermann L, Org. Lett. 2005 7 3123
28. Oi S, Ogino Y, Fukita S, Inoue Y, Org. Lett. 2002 4 1783
29. Oi S, Fukita S, Hirata N, Watanuki N, Miyano S, Inoue Y, Org. Lett. 2001 3 2579
30. Kakiuchi F, Chatani N, Adv. Synth. Catal. 2003 345 1077
31. Labinger J A., Bercaw J E., Nature (London) 2002 417 507
32. Godula K, Sames D, Science 2006 312 67
33. Fairlamb I J. S., Chem. Soc. Rev. 2007 36 1036
34. Caron L, Campeau L.-C, Fagnou K, Org. Lett. 2008 10 4533
35. Shabashov D, Daugulis O, J. Org. Chem. 2007 72 7720
36. Cheng K, Zhang Y, Zhao J, Xie C, Synlett 2008 1325
37. Joo J M., Tour B B., Sames D, J. Org. Chem. 2010 75 4911
38. Nadres E T., Lazareva A, Daugulis O, [nl]J. Org. Chem. 2011 76 471
39. Shibahara F, Yamaguchi E, Murai T, Chem. Commun. 2010 46 2471
40. Li P, Chai Z, Zhao G, Zhu S Z., Tetrahedron 2009 65 1673
41. Bellina F, Calandri C, Cauteruccio S, Rossi R, Tetrahedron 2007 63 1970
42. Chiong H A., Daugulis O, Org. Lett. 2007 9 1449
43. Yanagisawa S, Sudo T, Noyori R, Itami K, Tetrahedron 2008 64 6073
44. Ullmann F, Bielecki J, Ber. Dtsch. Chem. Ges. 1901 34 2174
45. Hiramatsu T, Guo Y, Hosoya T, Org. Biomol. Chem. 2007 5 2916
46. Hosoya T, Hiramatsu T, Ikemoto T, Aoyama H, Ohmae T, Endo M, Suzuki M, Bioorg. Med. Chem. Lett. 2005 15 1289
47. Tamagnan G, Baldwin R M., Kula N S., Baldessarini R J., Innis R B., Bioorg. Med. Chem. Lett. 2000 10 1783
48. Horton D A., Bourne G T., Smythe M L., Chem. Rev. 2003 103 893
49. Tamagnan G D., Alagille D, Fu X, Kula N S., Baldessarini R J., Innis R B., Baldwin R M., Bioorg. Med. Chem. Lett. 2005 15 1131