Synthesis of fluorenone and anthraquinone derivatives from aryl- and aroyl-substituted propiolates

Organic Letters

Volumn 15, Issue 18, 2013, Pages 4888-4891

  Pünner, Florian ^a   Schieven, Justin ^a   Hilt, Gerhard ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84884555599     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol4023276     Document Type: Article

References (48)

1. Thomson, R. H. Naturally Occurring Quinones IV; Blackie Academic & Professional: London, 1997; pp 309-483.
2. Huang, Q.; Shen, H.-M.; Chung, M. C. M.; Ong, C. N. Med. Res. Rev. 2007, 27, 609
3. Dhananjeyan, M. R.; Milev, Y. P.; Kron, M. A.; Nair, M. G. J. Med. Chem. 2005, 48, 2822
4. Pickhardt, M.; Gazova, Z.; von Bergen, M.; Khlistunova, I.; Wang, Y.; Hascher, A.; Mandelkow, E.-M.; Biernat, J.; Mandelkow, E. J. Biol. Chem. 2005, 280, 3628
5. Perry, P. J.; Read, M. A.; Davies, R. T.; Gowan, S. M.; Reszka, A. P.; Wood, A. A.; Kelland, L. R.; Neidle, S. J. Med. Chem. 1999, 42, 2679
6. Tierney, M. T.; Grinstaff, M. W. J. Org. Chem. 2000, 65, 5355
7. González-Cantalapiedra, E.; de Frutos, Ó.; Atienza, C.; Mateo, C.; Echavarren, A. M. Eur. J. Org. Chem. 2006, 1430
8. Shultz, D. A.; Sloop, J. C.; Washington, G. J. Org. Chem. 2006, 71, 9104
9. Itami, K.; Tonogaki, K.; Nokami, T.; Ohashi, Y.; Yoshida, J.-I. Angew. Chem., Int. Ed. 2006, 45, 2404
10. Usta, H.; Facchetti, A.; Marks, J. T. Org. Lett. 2008, 10, 1385
11. Ormond, A. B.; Freeman, H. S. Materials 2013, 6, 817
12. Zhang, X.; Guo, Y.; Liu, M.; Zhang, S. RSC Advances 2013, 3, 2846
13. Baeyer, A. Chem. Ber. 1871, 4, 663
14. Grimm, F. Chem. Ber. 1873, 6, 506
15. Baeyer, A.; Caro, H. Chem. Ber. 1875, 8, 152
16. Lagodzinski, K. Chem. Ber. 1895, 28, 1427
17. Harrop, D.; Norris, R. V.; Weizmann, C. J. Chem. Soc. 1909, 95, 1317
18. Krohn, K.; Klimars, M.; Köhle, H.-J.; Ebeling, E. Tetrahedron 1984, 40, 3677
19. Kelly, T. R.; Parekh, N. D. J. Org. Chem. 1982, 47, 5009
20. Brisson, C.; Brassard, P. J. Org. Chem. 1981, 46, 1810
21. Wertz, S.; Leifert, D.; Studer, A. Org. Lett. 2013, 15, 928
22. Gandeepan, P.; Hung, C.-H.; Cheng, C.-H. Chem. Commun. 2012, 48, 9379
23. Chinnagolla, R. K.; Jeganmohan, M. Org. Lett. 2012, 14, 5246
24. Thirunavukkarasu, V. S.; Parthasarathy, K.; Cheng, C.-H. Angew. Chem., Int. Ed. 2008, 47, 9462-9465
25. Cordes, J.; Barrett, A. G. M. Eur. J. Org. Chem. 2013, 1318
26. Cordes, J.; Calo, F.; Anderson, K.; Pfaffeneder, T.; Laclef, S.; White, A. J. P.; Barrett, A. G. M. J. Org. Chem. 2012, 77, 652
27. Anderson, K.; Calo, F.; Pfaffeneder, T.; White, A. J. P.; Barrett, A. G. M. Org. Lett. 2011, 13, 5748
28. Miyatake-Ondozabal, H.; Barrett, A. G. M. Tetrahedron 2010, 66, 6331
29. Navarro, I.; Basset, J.-F.; Hebbe, S.; Major, S. M.; Werner, T.; Howsham, C.; Bräckow, J.; Barrett, A. G. M. J. Am. Chem. Soc. 2008, 130, 10293
30. Danz, M.; Hilt, G. Adv. Synth. Catal. 2011, 353, 303
31. Auvinet, A.-L.; Harrity, J. P. A.; Hilt, G. J. Org. Chem. 2010, 75, 3893
32. Hilt, G.; Janikowski, J. Org. Lett. 2009, 11, 773
33. Mörschel, P.; Janikowski, J.; Hilt, G.; Frenking, G. J. Am. Chem. Soc. 2008, 130, 8952
34. Hilt, G.; Danz, M. Synthesis 2008, 2257
35. Hilt, G.; Hengst, C. J. Org. Chem. 2007, 72, 7337
36. Hilt, G.; Hengst, C. Synlett 2006, 3247
37. Hilt, G.; Janikowski, J.; Hess, W. Angew. Chem., Int. Ed. 2006, 45, 5204
38. Hess, W.; Treutwein, J.; Hilt, G. Synthesis 2008, 3537
39. Khalaf, A.; Grée, D.; Abdallah, H.; Jaber, N.; Hachem, A.; Grée, R. Tetrahedron 2011, 67, 3881
40. Thiemann, T.; Fujii, H.; Ohira, D.; Arima, K.; Li, Y.; Mataka, S. New J. Chem. 2003, 27, 1377
41. Obrecht, D.; Zumbrunn, C.; Müller, K. J. Org. Chem. 1999, 64, 6182
42. Obrecht, D. Helv. Chim. Acta 1991, 74, 27
43. Shen, T. Y.; Whiting, M. C. J. Chem. Soc. 1950, 1772
44. Anastasia, L.; Negishi, E. Org. Lett. 2001, 3, 3111
45. Crimmins, M. T.; Guise, L. E. Tetrahedron Lett. 1994, 35, 1657
46. Ho, T.-I.; Chen, G.-P.; Lin, Y.-C.; Lin, Y.-M.; Chen, F.-C. Phytochem. 1986, 25, 1988
47. Ramamoorthy, S.; Mudgal, G.; Rajesh, D.; Nawaz Khan, F.; Vijayakumar, V.; Rajasekaran, C. Nat. Prod. Res. 2009, 23, 1210
48. Palencia, H.; Garcia-Jimeneza, F.; Takacsb, J. M. Tetrahedron Lett. 2004, 45, 3849