Oxidative Cross-Coupling of Two Different Phenols: An Efficient Route to Unsymmetrical Biphenols

Organic Letters

Volumn 17, Issue 12, 2015, Pages 3042-3045

  More, Nagnath Yadav ^a   Jeganmohan, Masilamani ^a  

^a INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84935009419     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b01324     Document Type: Article

References (47)

1. Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359
2. Nicolaou, K. C.; Bulger, P. G.; Sarlah, D. Angew. Chem., Int. Ed. 2005, 44, 4442
3. Bringmann, G.; Mortimer, A. J.; Keller, P. A.; Gresser, M. J.; Garner, J.; Breuning, M. Angew. Chem., Int. Ed. 2005, 44, 5384
4. McGlacken, G. P.; Bateman, L. M. Chem. Soc. Rev. 2009, 38, 2447
5. Allen, S. E.; Walvoord, R. R.; Padilla-Salians, R.; Kozlowski, M. C. Chem. Rev. 2013, 113, 6234
6. Chen, Y.; Yekta, S.; Yudin, A. K. Chem. Rev. 2003, 103, 3155
7. Aldemir, H.; Richarz, R.; Gulder, T. A. M. Angew. Chem., Int. Ed. 2014, 53, 8286
8. Dagne, E.; Steglich, W. Phytochemistry 1984, 23, 1729
9. Zenk, M. H.; Geeardy, R.; Stadler, R. J. Chem. Soc. Chem. Commun. 1989, 1725
10. Gerardy, R.; Zenk, M. H. Phytochemistry 1992, 32, 79
11. Ikezawa, N.; Iwasa, K.; Sato, F. J. Biol. Chem. 2008, 283, 8810
12. Kraus, P. F. X.; Kutchan, T. M. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 2017
13. Davin, L. B.; Wang, H. B.; Crowell, A. L.; Bedgar, D. L.; Martin, D. M.; Sarkanen, S.; Lewis, N. G. Science 1997, 275, 362
14. Freudenberg, K. Nature. 1959, 183, 1152
15. Pal, S.; Bollag, J. M.; Huang, P. M. Soil Biol, Biochem. 1994, 26, 813
16. Bringmann, G.; Gulder, T.; Gulder, T. M.; Breuning, M. Chem. Rev. 2011, 111, 563
17. Grzybowski, M.; Skonieczny, K.; Butenschon, H.; Gryko, D. T. Angew. Chem., Int. Ed. 2013, 52, 9900
18. Doussot, J.; Guy, A.; Ferroud, C. Tetrahedron Lett. 2002, 41, 2545
19. Ding, K.; Wang, Y.; Zhang, L.; Wu, Y. Tetrahedron 1996, 52, 1005
20. Yamamoto, K.; Fukushima, H.; Okomoto, Y.; Hatada, K.; Nakazaki, M. J. Chem. Soc., Chem. Commun. 1981, 46, 2547
21. Dewar, M. J. S.; Nakaya, T. J. Am. Chem. Soc. 1968, 90, 7134
22. Wendllandt, A. E.; Suess, A. M.; Stahl, S. S. Angew. Chem., Int. Ed. 2011, 50, 11062
23. Matsushita, M.; Kamata, K.; Yamaguchi, K.; Mizuno, N. J. Am. Chem. Soc. 2005, 127, 6632
24. Hay, A. S.; blanchard, H. S.; Endres, G. F.; Eustance J. Am. Chem. Soc. 1959, 81, 6335
25. Jiang, Q.; Sheng, W.; Tian, M.; Tang, J.; Guo, C. Eur. J. Org. Chem. 2013, 1861
26. Wallis, P. J.; Booth, K. J.; Patti, A. F.; Scott, J. L. Green Chem. 2006, 8, 333
27. Esguerra, K. V. N.; Fall, Y.; Petitjean, L.; Lumb, J.-P. J. Am. Chem. Soc. 2014, 136, 7662
28. Hwang, D.-R.; Chen, C.-P.; Uang, B.-J. Chem. Commun. 1999, 1207
29. Ashenhurst, J. A. Chem. Soc. Rev. 2010, 39, 540
30. Su, B.; Li, L.; Hu, Y.; Liu, Y.; Wang, Q. Adv. Synth. Catal. 2012, 354, 383
31. Dohi, T.; Maruyama, A.; Yoshimura, M.; Morimoto, K.; Tohma, H.; Kita, Y. Angew. Chem., Int. Ed. 2005, 44, 6193
32. Kirste, A.; Schnakenburg, G.; Waldvogel, S. R. Org. Lett. 2011, 13, 3126
33. Mirk, D.; Willner, A.; Frohlich, R.; Waldvogel, S. R. Adv. Synth. Catal. 2004, 346, 675
34. Zhai, L.; Shukla, R.; Wadumethrige, S. H.; Rathore, R. J. Org. Chem. 2010, 75, 4748
35. Morimoto, K.; Sakamoto, K.; Ohnishi, Y.; Miyamoto, T.; Ito, M.; Dohi, T.; Kita, Y. Chem.-Eur. J. 2013, 19, 8726
36. Malkowsky, I. M.; Griesbach, U.; Putter, H.; Waldvogel, S. R. Eur. J. Org. Chem. 2006, 4569
37. Lee, Y. E.; Cao, T.; Torruellas, C.; Kozlowski, M. C. J. Am. Chem. Soc. 2014, 136, 6782
38. Elsler, B.; Schollmeyer, B.; Dyballa, K. M.; Franke, R.; Waldvogel, S. R. Angew. Chem., Int. Ed. 2014, 53, 5210
39. Kirste, A.; Elsler, B.; Schnakenburg, G.; Waldvogel, S. R. J. Am. Chem. Soc. 2012, 134, 3571
40. Ahmad, M. Persulfate activation by major soil minerals. Ph.D. Thesis, Department of Civil and Environmental Engineering, Washington State University, August 2009.
41. Buxton, G. E. P.; Greenstock, C. L.; Helman, W. P.; Ross, A. B. J. Phys. Chem. 1987, 17, 513
42. Madhavan, V.; Zemel, H.; Fessenden, R.; Neta, P. J. Am. Chem. Soc. 1977, 99, 163
43. More, N. Y.; Jeganmohan, M. Org. Lett. 2014, 16, 804
44. More, N. Y.; Jeganmohan, M. Chem.-Eur. J. 2015, 21, 1337
45. Vasudeva, W. C. J. Chem. Soc., Perkin Trans. 2 1975, 697
46. Sankararaman, S.; Haney, W. A.; Kochi, J. K. J. Am. Chem. Soc. 1987, 109, 7824
47. Kita, Y.; Tohma, H.; Hatanaka, K.; Takada, T.; Fujata, S.; Mitoh, S.; Sakurai, H.; Oka, S. J. Am. Chem. Soc. 1994, 116, 3684