Facile synthesis of dibranched conjugated dienes via palladium-catalyzed oxidative coupling of N-tosylhydrazones

Chemical Communications

Volumn 49, Issue 80, 2013, Pages 9218-9220

  Jiang, Huanfeng ^a   He, Li ^a   Li, Xianwei ^a   Chen, Huoji ^a   Wu, Wanqing ^a   Fu, Wei ^a  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENES; BUTADIENES; CATALYSIS; CYCLOADDITION REACTION; HYDRAZONES; METHANE; OXIDATIVE COUPLING; PALLADIUM; STEREOISOMERISM;

1,3 BUTADIENE; 2,3 DICHLORO 5,6 DICYANO 1,4 BENZOQUINONE; 2,3 DISUBSTITUTED 1,3 BUTADIENE; ALKADIENE; BENZOQUINONE; HYDRAZONE DERIVATIVE; N TOSYLHYDRAZONE; OXYGEN; PALLADIUM; TRANSITION ELEMENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; CROSS COUPLING REACTION; CYCLIZATION; DECOMPOSITION; DIELS ALDER REACTION; OXIDATIVE COUPLING; REACTION ANALYSIS;

EID: 84884184035     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c3cc43593h     Document Type: Article

References (34)

1. M. Hirono, T. Okamoto, N. Komine, S. Komiya, Organometallics, 2012, 31, 4639
2. F. Erver, J. R. Kuttner, G. Hilt, J. Org. Chem., 2012, 77, 8375
3. D. Eom, S. Park, Y. Park, T. Ryu, P. H. Lee, Org. Lett., 2012, 14, 5392
4. M. Ohashi, I. Takeda, M. Ikawa, S. Ogoshi, J. Am. Chem. Soc., 2011, 133, 18018
5. M. Arndt, M. Dindaroğlu, H.-G. Schmalz, G. Hilt, Org. Lett., 2011, 13, 6236
6. S. Ogoshi, K.-i. Tonomori, M.-A. Oka, H. Kurosawa, J. Am. Chem. Soc., 2006, 128, 7077
7. F. H. Westheimer, F. B. Clarke, J. Am. Chem. Soc., 1971, 93, 4541
8. J.-A. Funel, S. Abele, Angew. Chem., Int. Ed., 2013, 52, 3822
9. Y. Wen, L. Huang, H. Jiang, J. Org. Chem., 2012, 77, 5418
10. K. Trisuwan, V. Rukachaisirikul, Y. Sukpondma, S. Preedanon, S. Phongpaichit, N. Rungjindamai, J. Sakayaroj, J. Nat. Prod., 2008, 71, 1323
11. M. DellaGreca, C. Di Marino, A. Zarrelli, B. D'Abrosca, J. Nat. Prod., 2004, 67, 1492
12. B. E. Maryanoff, A. B. Reitz, Chem. Rev., 1989, 89, 863
13. K. N. Campbell, T. L. Eby, J. Am. Chem. Soc., 1941, 63, 216
14. K. C. Nicolaou, P. G. Bulger, D. Sarlah, Angew. Chem., Int. Ed., 2005, 44, 4442
15. T. Kitahara, T. Matsuoka, H. Kiyota, Y. Warita, H. Kurata, A. Horiguchi, K. Mori, Synthesis, 1994, 692
16. C. Zheng, D. Wang, S. S. Stahl, J. Am. Chem. Soc., 2012, 134, 16496
17. P. H. Lee, D. Seomoon, K. Lee, Org. Lett., 2004, 7, 343
18. J. Barluenga, N. Quiñones, M.-P. Cabal, F. Aznar, C. Valdés, Angew. Chem., Int. Ed., 2011, 50, 2350
19. J. Barluenga, P. Moriel, C. Valdés, F. Aznar, Angew. Chem., Int. Ed., 2007, 46, 5587
20. J. Barluenga, M. Tomás-Gamasa, P. Moriel, F. Aznar, C. Valdés, Chem.-Eur. J., 2008, 14, 4792
21. J. Barluenga, M. Escribano, P. Moriel, F. Aznar, C. Valdés, Chem.-Eur. J., 2009, 15, 13291
22. Q. Xiao, J. Ma, Y. Yang, Y. Zhang, J. Wang, Org. Lett., 2009, 11, 4732
23. Z. Zhang, Y. Liu, M. Gong, X. Zhao, Y. Zhang, J. Wang, Angew. Chem., Int. Ed., 2010, 49, 1139
24. H. Jiang, W. Fu, H. Chen, Chem.-Eur. J., 2012, 18, 11884
25. H. Chen, L. Huang, W. Fu, X. Liu, H. Jiang, Chem.-Eur. J., 2012, 18, 10497
26. Z. Shao, H. Zhang, Chem. Soc. Rev., 2012, 41, 560
27. Q. Xiao, Y. Zhang, J. Wang, Acc. Chem. Res., 2012, 46, 236
28. J. Barluenga, C. Valdés, Angew. Chem., Int. Ed., 2011, 50, 7486
29. X. Zhao, J. Jing, K. Lu, Y. Zhang, J. Wang, Chem. Commun., 2010, 46, 1724
30. L. Zhou, F. Ye, J. Ma, Y. Zhang, J. Wang, Angew. Chem., Int. Ed., 2011, 50, 3510
31. W. Wu, H. Jiang, Acc. Chem. Res., 2012, 45, 1736
32. X. Ji, H. Huang, W. Wu, H. Jiang, J. Am. Chem. Soc., 2013, 135, 5286
33. J. R. Fulton, V. K. Aggarwal, J. D. Vicente, Eur. J. Org. Chem., 2005, 1479
34. Y. Zhang, J. Wang, Eur. J. Org. Chem., 2011, 1015