Efficient and connective assembly of highly functionalized benzofurans using o-hydroxyphenones and dichloroethylene

Organic Letters

Volumn 14, Issue 5, 2012, Pages 1298-1301

  Schevenels, Florian ^a   Markó, István E ^a  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; KETONE; VINYLIDENE CHLORIDE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; HYDROXYLATION;

BENZOFURANS; CATALYSIS; DICHLOROETHYLENES; HYDROXYLATION; KETONES; MOLECULAR STRUCTURE;

EID: 84857808962     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol300186s     Document Type: Article

References (24)

1. Diyasena, M.; Sotheeswaran, S.; Surendrakumar, S.; Balasubramanian, S.; Bokel, M.; Kraus, W. J. Chem. Soc., Perkin Trans. 1 1985, 1807
2. Dai, J.; Hallock, Y.; Cardellina, J.; Boyd, M. J. Nat. Prod. 1998, 61, 351
3. Engler, T.; La Tessa, K.; Iyengar, R.; Chai, W.; Agrios, K. Bioorg. Med. Chem. 1996, 4, 1755
4. Romagnoli, R.; Baraldi, P.; Carrion, M.; Cara, C.; Cruz-Lopez, O.; Tolomeo, M.; Grimaudo, S.; Di Cristina, A.; Pipitone, M.; Balzarini, J.; Zonta, N.; Brancale, A.; Hamel, E. Bioorg. Med. Chem. 2009, 17, 6862
5. Hayakawa, I.; Shioya, R.; Agatsuma, T.; Furukawa, H.; Naruto, S.; Sugano, Y. Bioorg. Med. Chem. Lett. 2004, 14, 455
6. Karaburun, N.; Benkli, K.; Tunali, Y.; Uçucu, U.; Demirayak, S. Eur. Med. Chem. 2006, 41, 651
7. Bogdal, D.; Warzala, M. Tetrahedron 2000, 56, 615
8. Katrizky, A.; Ji, Y.; Fang, Y.; Prakash, I. J. Org. Chem. 2001, 66, 5613
9. Ando, K.; Kawamura, Y.; Akai, Y; Kunitomo, J.; Yokomizo, T.; Yamashita, M.; Ohta, S.; Ohishi, T.; Ohishi, Y. Org. Biomol. Chem. 2008, 6, 296
10. Boehme, W. Org. Synth. 1953, 33
11. Adams, R.; Whitaker, L. J. Am. Chem. Soc. 1956, 78, 658
12. Arcadi, A.; Cacchi, S.; Del Rosario, M.; Fabrizi, G.; Marinelli, F. J. Org. Chem. 1996, 61, 9280
13. Amatore, C.; Blart, E.; Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829
14. Sogawa, A.; Tsukayama, M.; Nozaki, H.; Nakayama, M. Heterocycles 1996, 43, 101
15. Cacchi, S.; Fabrizi, G.; Moro, L. Tetrahedron Lett. 1998, 39, 5101
16. Furstner, A.; Davies, P. J. Am. Chem. Soc. 2005, 127, 15024
17. Oppenheimer, J.; Johnson, W.; Tracey, M.; Hsung, R.; Yao, P. Y.; Liu, R.; Zhao, K. Org. Lett. 2007, 9, 2361
18. Patel, V.; Pattenden, G.; Russell, J. Tetrahedron Lett. 1986, 27, 2303
19. Schevenels, F.; Markó, I. Chem. Commun. 2011, 47, 3287
20. Shu, N.; Shen, H. Flavour Fragrance J. 2009, 24, 1
21. Mullin, B. WO 03/061609 A1, 2003.
22. Markó, I.; Tsukazaki, M.; Giles, P.; Brown, S.; Urch, C. Angew. Chem., Int. Ed. 1997, 36, 2208
23. Nielek, S.; Lesiak, T. Chem. Ber 1982, 115, 1247
24. Podea, P.; Tosa, M.; Paizs, C.; Irimie, F. Tetrahedron: Asymmetry 2008, 19, 500