Expeditious synthesis of papilionaceous molecules containing oligobenzofurans

Synthesis

Volumn 44, Issue 3, 2012, Pages 439-445

  Chai, Wen Yu ^a   Yang, Er Qun ^a   Zhang, Yu Long ^a   Xie, An Le ^a   Cao, Xiao Ping ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

expeditious synthesis; ferric chloride; oligobenzofurans; oxidative aromatic cyclization; papilionaceous molecule

Indexed keywords

ALKALINE CONDITIONS; BENZOFURANS; FERRIC CHLORIDE; FLUORESCENCE QUANTUM YIELD; OLIGOBENZOFURANS; OPTICAL STUDY; SONOGASHIRA CROSS-COUPLING REACTION; SYNTHESIZED MOLECULES; SYNTHETIC ROUTES;

AROMATIC COMPOUNDS; CHLORINATION; CHLORINE COMPOUNDS; CYCLIZATION; FLUORESCENCE; MOLECULES; QUANTUM YIELD;

SYNTHESIS (CHEMICAL);

1,2,4,5 [TETRAKIS(2 ACETYLOXY 5 TERT BUTYL)PHENYLETHYNYL]BENZENE; 1,2,4,5 TETRAKIS(2 ACETYLOXY 5 TERT BUTYLBENZO[B]FURAN 2 YL)BENZENE; 4 TERT BUTYL 2 ETHYNLPHENYL ACETATE; 6,7 BIS(5 TERT BUTYLBENZO[B]FURAN 2 YL)BIS(5 TERT BUTYLBENZO[B]FURAN 2 YL)[2,3 A:3',2' C]NAPHTHALANE; [1,3,5 TRIS(5 TERT BUTYLBENZO[B]FURAN 2 YL) 2,4,6 TRIS[(5 TERT BUTYL 2 HYDROXY)PHENYLETHYNYL]]BENZENE; BENZOFURAN DERIVATIVE; HEXAKIS[(2 ACETYLOXY 5 TERT BUTYL)PHENYLETHYNYL]BENZENE; OLIGOBENZOFURAN DERIVATIVE; TETRAKIS(5 TERT BUTYLBENZO[B]FURAN 2 YL)[2,3 A:3',2' C:2'',3'' F:3''',2''' H]ANTHRACENE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; CYCLIZATION; FLUORESCENCE SPECTROSCOPY; MASS SPECTROMETRY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION TIME; SONOGASHIRA REACTION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 84862797264     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1290066     Document Type: Article

References (36)

1. Zeni G, Larock R C., Chem. Rev. 2004 104 2285
2. Keay B A., Comprehensive Heterocyclic Chemistry II Vol. 2 Katritzky A R. Rees C W. Scriven E F. V. Pergamon Oxford 1996 395
3. Cagniant P, Cagniant D, In Advances in Heterocyclic Chemistry Vol. 18 Katritzky A R. Boulton A J. Academic Press New York 1975 337
4. Nicolaou K C., Pfefferkorn J A., Roecker A J., Cao G Q., Barluenga S, Mitchell H J., [nl]J. Am. Chem. Soc. 2000 122 9939
5. Bird C W., In Progress in Heterocyclic Chemistry Vol. 5 Suschitzky H Scriven E F. V. Pergamon Oxford 1993 129
6. Ono M, Kawashima H, Nonaka A, Kawai T, Haratake M, Mori H, Kung M P., Kung H F., Saji H, Nakayama M, J. Med. Chem. 2006 49 2725
7. Chambers J J., Kurrasch-Orbaugh D M., Parker M A., Nichols D E., J. Med. Chem. 2001 44 1003
8. Saadeh H, Goodson T III, Yu L, Macromolecules 1997 30 4608
9. Hou X L., Cheung H Y., Hon T Y., Kwan P L., Lo T H., Tong S Y., Wong H N. C., Tetrahedron 1998 54 1955
10. Duan X.-H, Liu X.-Y, Guo L.-N, Liao M.-C, Liu W.-M, Liang Y.-M, J. Org. Chem. 2005 70 6980
11. Yao T, Zhang X, Larock R C., J. Am. Chem. Soc. 2004 126 11164
12. Zhang H, Ferreira E M., Stoltz B M., Angew. Chem. Int. Ed. 2004 43 6144
13. Hosokawa T, Maeda K, Koga K, Moritani I, Tetrahedron Lett. 1973 14 739
14. Hosokawa T, Ohkata H, Moritani I, Bull. Chem. Soc. Jpn. 1975 48 1533
15. Hosokawa T, Murahashi S.-I, Acc. Chem. Res. 1990 23 49
16. Castro A M. M., Chem. Rev. 2004 104 2939
17. Arcadi A, Cacchi S, Rosario M D., Fabrizi G, Marinelli F, J. Org. Chem. 1996 61 9280
18. Katritzky A R., Fali C N., Li J, J. Org. Chem. 1997 62 8205
19. Larock R C., Yum E K., Doty M J., Sham K K. C., J. Org. Chem. 1995 60 3270
20. Bishop B C., Cottrell I F., Hands D, Synthesis 1997 1315
21. Inoue M, Carson M W., Frontier A J., Danishefsky S J., J. Am. Chem. Soc. 2001 123 1878
22. Hughes C C., Trauner D, Angew. Chem. Int. Ed. 2002 41 1569
23. Wang Q, Huang Q, Chen B, Lu J, Wang H, She X, Pan X, Angew. Chem. Int. Ed. 2006 45 3651
24. Iskra J, Stavber S, Zupan M, Synthesis 2004 1869
25. Mattern D L., J. Org. Chem. 1984 49 3051
26. Zhai L, Shukla R, Rathore R, Org. Lett. 2009 11 3474
27. Iyoda M, Adv. Synth. Catal. 2009 351 984
28. Ohmae T, Nishinaga T, Wu M, Iyoda M, J. Am. Chem. Soc. 2010 132 1066
29. Miyake Y, Wu M, Rahman M J., Kuwatani Y, Iyoda M, J. Org. Chem. 2006 71 6110
30. Rempala P, Kroulk J, King B T., J. Org. Chem. 2006 71 5067
31. Wu J, Pisula W, Mllen K, Chem. Rev. 2007 107 718
32. King P T., Kroulk J, Robertson C R., Rempala P, Hilton C L., Korinek J D., Gortari L M., J. Org. Chem. 2007 72 2279
33. Zhou Y, Liu W.-J, Zhang W, Cao X.-Y, Zhou Q.-F, Ma Y, Pei J, J. Org. Chem. 2006 71 6822
34. Wang T, Li Z.-Y, Xie A.-L, Yao X.-J, Cao X.-P, Kuck D, J. Org. Chem. 2011 76 3231
35. Feng X, Wu J, Enkelmann V, Mllen K, Org. Lett. 2006 8 1145
36. Shi Z.-F, Wang L.-J, Wang H, Cao X.-P, Zhang H.-L, Org. Lett. 2007 9 595