DDQ-catalyzed oxidative C-O coupling of sp3 C-H bonds with carboxylic acids

ChemSusChem

Volumn 5, Issue 11, 2012, Pages 2143-2146

  Yi, Hong ^a   Liu, Qiang ^a   Liu, Jie ^a   Zeng, Ziqi ^a   Yang, Yuhong ^a   Lei, Aiwen ^a,b  

^a WUHAN UNIVERSITY   (China)

^b LANZHOU INSTITUTE OF CHEMICAL PHYSICS   (China)

Author keywords

C H activation; cross coupling; homogeneous catalysis; oxidation; quinones

Indexed keywords

BENZYLIC; C-H ACTIVATION; C-H BOND; C-H FUNCTIONALIZATION; C-O BOND FORMATION; CARBOXYLIC ESTERS; CATALYTIC AMOUNTS; CROSS-COUPLINGS; HOMOGENEOUS CATALYSIS; QUINONES;

ACTIVATION ANALYSIS; FUNCTIONAL GROUPS; MANGANESE OXIDE; OXIDATION; REACTION KINETICS;

CARBOXYLIC ACIDS;

BENZOQUINONE DERIVATIVE; CARBON; CARBOXYLIC ACID; DICHLORODICYANOBENZOQUINONE; HYDROGEN; OXYGEN;

ARTICLE; CATALYSIS; CHEMISTRY; OXIDATION REDUCTION REACTION;

BENZOQUINONES; CARBON; CARBOXYLIC ACIDS; CATALYSIS; HYDROGEN; OXIDATION-REDUCTION; OXYGEN;

EID: 84869394689     PISSN: 18645631     EISSN: 1864564X     Source Type: Journal    
DOI: 10.1002/cssc.201200458     Document Type: Article

References (33)

1. C. S. Yeung, V. M. Dong, Chem. Rev. 2011, 111, 1215-1292.
2. C.-J. Li, Acc. Chem. Res. 2009, 42, 335-344
3. C. J. Li, W. J. Yoo, Top. Curr. Chem. 2010, 292, 281-302.
4. C. J. Scheuermann, Chem. Asian J. 2010, 5, 436-451.
5. Z. Li, L. Cao, C.-J. Li, Angew. Chem. 2007, 119, 6625-6627
6. Angew. Chem. Int. Ed. 2007, 46, 6505-6507
7. N. Borduas, D. A. Powell, J. Org. Chem. 2008, 73, 7822-7825
8. Y.-Z. Li, B.-J. Li, X.-Y. Lu, S. Lin, Z.-J. Shi, Angew. Chem. 2009, 121, 3875-3878
9. Angew. Chem. Int. Ed. 2009, 48, 3817-3820
10. C. A. Correia, C.-J. Li, Adv. Synth. Catal. 2010, 352, 1446-1450.
11. X. Liu, Y. Zhang, L. Wang, H. Fu, Y. Jiang, Y. Zhao, J. Org. Chem. 2008, 73, 6207-6212
12. Z. Wang, Y. Zhang, H. Fu, Y. Jiang, Y. Zhao, Org. Lett. 2008, 10, 1863-1866
13. R. Fan, W. Li, D. Pu, L. Zhang, Org. Lett. 2009, 11, 1425-1428
14. Z. Ni, Q. Zhang, T. Xiong, Y. Zheng, Y. Li, H. Zhang, J. Zhang, Q. Liu, Angew. Chem. 2012, 124, 1270-1273
15. Angew. Chem. Int. Ed. 2012, 51, 1244-1247.
16. H. Baba, K. Moriyama, H. Togo, Tetrahedron Lett. 2011, 52, 4303-4307
17. V. Kumar, A. Sharma, M. Sharma, U. K. Sharma, A. K. Sinha, Tetrahedron 2007, 63, 9718-9723
18. J. Feng, S. Liang, S.-Y. Chen, J. Zhang, S.-S. Fu, X.-Q. Yu, Adv. Synth. Catal. 2012, 354, 1287-1292.
19. Y. Zhang, C.-J. Li, J. Am. Chem. Soc. 2006, 128, 4242-4243
20. W. Tu, L. Liu, P. E. Floreancig, Angew. Chem. 2008, 120, 4252-4255
21. Angew. Chem. Int. Ed. 2008, 47, 4184-4187
22. W. Tu, P. E. Floreancig, Angew. Chem. 2009, 121, 4637-4641
23. Angew. Chem. Int. Ed. 2009, 48, 4567-4571
24. Y. Li, W. Bao, Adv. Synth. Catal. 2009, 351, 865-868
25. J. Jin, Y. Li, Z.-j. Wang, W.-x. Qian, W.-l. Bao, Eur. J. Org. Chem. 2010, 1235-1238
26. V. S. Batista, R. H. Crabtree, S. J. Konezny, O. R. Luca, J. M. Praetorius, New J. Chem. 2012, 36, 1141-1144.
27. S. Chandrasekhar, G. Sumithra, J. S. Yadav, Tetrahedron Lett. 1996, 37, 1645-1646
28. G. V. M. Sharma, B. Lavanya, A. K. Mahalingam, P. R. Krishna, Tetrahedron Lett. 2000, 41, 10323-10326.
29. L. Liu, P. E. Floreancig, Org. Lett. 2010, 12, 4686-4689.
30. L. Chen, E. Shi, Z. Liu, S. Chen, W. Wei, H. Li, K. Xu, X. Wan, Chem. Eur. J. 2011, 17, 4085-4089
31. L. Fu, C.-J. Yao, N.-J. Chang, J.-R. Chen, L.-Q. Lu, W.-J. Xiao, Org. Biomol. Chem. 2012, 10, 506-508
32. E. Shi, Y. Shao, S. Chen, H. Hu, Z. Liu, J. Zhang, X. Wan, Org. Lett. 2012, 14, 3384-3387.
33. CCDC 850075 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.