Synergistic H4NI-AcOH Catalyzed Oxidation of the Csp3-H Bonds of Benzylpyridines with Molecular Oxygen

Organic Letters

Volumn 17, Issue 9, 2015, Pages 2078-2081

  Ren, Lanhui ^a,b   Wang, Lianyue ^a   Lv, Ying ^a   Li, Guosong ^a   Gao, Shuang ^a  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84928898202     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b00602     Document Type: Article

References (39)

1. Allen, S. E.; Walvoord, R. R.; Padilla-Salinas, R.; Kozlowski, M. C. Chem. Rev. 2013, 113, 6234
2. Shi, Z.; Zhang, C.; Tang, C.; Jiao, N. Chem. Soc. Rev. 2012, 41, 3381
3. Campbell, A. N.; Stahl, S. S. Acc. Chem. Res. 2012, 45, 851
4. Liu, C.; Zhang, H.; Shi, W.; Lei, A. Chem. Rev. 2011, 111, 1780
5. Punniyamurthy, T.; Velusamy, S.; Iqbal, J. Chem. Rev. 2005, 105, 2329
6. Shi, Z. J.; Sun, C. L.; Li, B. J. Chem. Rev. 2011, 111, 1293
7. Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D. Pharmaceutical Substances, 4 th ed.; Georg Thieme, Stuttgart, 2001.
8. Reis, D. C.; Pinto, M. C. X.; Souza-Fagundes, E. M.; Wardell, S. M. S. V.; Wardell, J. L.; Beraldo, H. Eur. J. Med. Chem. 2010, 45, 3904
9. Guyton, A. C.; Hall, J. E. Textbook of Medical Physiology, 11 th ed.; Elsevier Saunders: Philadelphia, 2005.
10. Easmon, J.; Heinisch, G.; Pürstinger, G.; Langer, T.; Österreicher, J. K. J. Med. Chem. 1997, 40, 4420
11. Crook, K. E.; Mcelval, S. M.; Mceivain, S. M. J. Am. Chem. Soc. 1930, 52, 4006
12. Huntress, E. H.; Walter, H. C. J. Am. Chem. Soc. 1948, 70, 3702
13. Stevens, J. I.; Sumrell, G.; Ham, G. E. J. Org. Chem. 1957, 22, 1724
14. Akhlaghinia, B.; Ebrahimabadi, H.; Goharshadi, E. K.; Samiee, S.; Rezazadeh, S. J. Mol. Catal. A: Chem. 2012, 357, 67
15. Itoh, M.; Hirano, K.; Satoh, T.; Miura, M. Org. Lett. 2014, 16, 2050
16. Kappe, C. O.; Pieber, B. Green Chem. 2013, 15, 320
17. Maes, B. U. W.; Houwer, J. D.; Tehrani, K. A. Angew. Chem. 2012, 124, 2799
18. Angew. Chem., Int. Ed. 2012, 51, 2745.
19. Dong, J. J.; Unjaroen, D.; Mecozzi, F.; Harvey, E. C.; Saisaha, P.; Pijper, D.; de Boer, J. W.; Alsters, P.; Feringa, B. L.; Browne, W. R. ChemSusChem 2013, 6, 1774
20. Nakanishi, M.; Bolm, C. Adv. Synth. Catal. 2007, 349, 861
21. Nawratil, S.; Grypioti, M.; Menendez, C.; Mallet-Ladeira, S.; Lherbet, C.; Baltas, M. Eur. J. Org. Chem. 2014, 654
22. Hsu, S. F.; Plietker, B. ChemCatChem 2013, 5, 126
23. Citterio, A.; Sebastiano, R.; Carvayal, M. C. J. Org. Chem. 1991, 56, 5335
24. Zhang, J. T.; Wang, Z. T.; Wang, Y.; Wan, C. F.; Zheng, X. Q.; Wang, Z. Y. Green Chem. 2009, 11, 1973
25. Wang, L. Y.; Li, J.; Yang, H.; Lv, Y.; Gao, S. J. Org. Chem. 2012, 77, 790
26. Fontenas, C.; Bejan, E.; Aït Haddou, H.; Balavoine, G. G. A. Synth. Commun. 1995, 25, 629
27. Wurz, R. P.; Lee, E. C.; Ruble, J. C.; Fua, G. C. Adv. Synth. Catal. 2007, 349, 2345
28. Johnson, S.; Drowns, M.; Tatlock, J.; Linton, A.; Gonzalez, J.; Hoffman, R.; Jewell, T.; Patel, L.; Blazel, J.; Tang, M.; Li, H. Synlett 2010, 5, 796
29. Lu, S. M.; Wang, Y. Q.; Han, X. W.; Zhou, Y. G. Angew. Chem. 2006, 118, 2318
30. Angew. Chem., Int. Ed. 2006, 45, 2260.
31. Guo, R. N.; Cai, X. F.; Shi, L.; Ye, Z. S.; Chen, M. W.; Zhou, Y. G. Chem. Commun. 2013, 49, 8537
32. Wang, D. S.; Chen, Q. A.; Li, W.; Yu, C. B.; Zhou, Y. G.; Zhang, X. M. J. Am. Chem. Soc. 2010, 132, 8909
33. Ye, Z. S.; Chen, M. W.; Chen, Q. A.; Duan, L.; Shi, Y.; Zhou, Y. G. Angew. Chem. 2012, 124, 10328
34. Angew. Chem., Int. Ed. 2012, 51, 10181.
35. Ye, Z. S.; Guo, R. N.; Cai, X. F.; Chen, M. W.; Shi, L.; Zhou, Y. G. Angew. Chem. 2013, 125, 3773
36. Angew. Chem., Int. Ed. 2013, 52, 3685.
37. Huang, W. X.; Yu, C. B.; Shi, L.; Zhou, Y. G. Org. Lett. 2014, 16, 3324
38. Liu, J. M.; Zhang, X.; Yi, H.; Liu, C.; Liu, R.; Zhang, H.; Zhuo, K. L.; Lei, A. W. Angew. Chem. 2015, 127, 1277
39. Angew. Chem., Int. Ed. 2015, 54, 1261.