Room temperature and solvent-free iridium-catalyzed selective alkylation of anilines with alcohols

Chemical Communications

Volumn 49, Issue 55, 2013, Pages 6131-6133

  Li, Jia Qi ^a   Andersson, Pher G ^b,c  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

^b STOCKHOLM UNIVERSITY   (Sweden)

^c UNIVERSITY OF KWAZULU NATAL   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; AMINOALCOHOL; ANILINE DERIVATIVE; AROMATIC AMINE; IRIDIUM; PHOSPHINE DERIVATIVE; SOLVENT;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLIZATION; REACTION ANALYSIS; REPRODUCIBILITY; ROOM TEMPERATURE; SOLVENT FREE SYNTHESIS; SYNTHESIS;

EID: 84879487406     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c3cc42669f     Document Type: Article

References (36)

1. H. A. Wittcoff, B. G. Reuben, J. S. Plotkin, Industrial Organic Chemicals, Wiley-Interscience, New York, 2nd edn, 2004
2. M. B. Smith, J. March, Advanced Organic Chemistry, Wiley, New York, 5th edn, 2001, pp. 499–501
3. F. Alonso, P. Riente, M. Yus, Acc. Chem. Res. 2011, 44, 379
4. T. D. Nixon, M. K. Whittlesey, J. M. J. Williams, Dalton Trans. 2009, 753
5. G. E. Dobereiner, R. H. Crabtree, Chem. Rev. 2010, 110, 681
6. G. Guillena, D. J. Ramón, M. Yus, Chem. Rev. 2010, 110, 1611
7. S. Bähn, S. Imm, L. Neubert, M. Zhang, H. Neumann, M. Beller, ChemCatChem, 2011, 3, 1853
8. R. H. Crabtree, Organometallics, 2011, 30, 17
9. M. G. Edwards, R. F. Jazzar, B. M. Paine, D. J. Shermer, M. K. Whittlesey, J. M. J. Williams, D. D. Edney, Chem. Commun. 2004, 90
10. G. Guillena, D. J. Ramón, M. Yus, Angew. Chem. Int. Ed. 2007, 46, 2358
11. S. Imm, S. Bähn, L. Neubert, H. Neumann, M. Beller, Angew. Chem. Int. Ed. 2010, 49, 8126
12. S. Bähn, S. Imm, K. Mevius, L. Neubert, A. Tillack, J. M. J. Williams, M. Beller, Chem.–Eur. J. 2010, 16, 3590
13. S. Imm, S. Bähn, M. Zhang, L. Neubert, H. Neumann, F. Klasovsky, J. Pfeffer, T. Haas, M. Beller, Angew. Chem. Int. Ed. 2011, 50, 7599
14. A. J. Blacker, M. M. Farah, M. I. Hall, S. P. Marsden, O. Saidi, J. M. J. Williams, Org. Lett. 2009, 11, 2039
15. O. Saidi, A. J. Blacker, M. M. Farah, S. P. Marsden, J. M. J. Williams, Chem. Commun. 2010, 46, 1541
16. A. J. A. Watson, A. C. Maxwell, J. M. J. Williams, J. Org. Chem. 2011, 76, 2328
17. S. Michlik, R. Kempe, Chem.–Eur. J. 2010, 16, 13193
18. S. Michlik, T. Hille, R. Kempe, Adv. Synth. Catal. 2012, 354, 847
19. K.-I. Fujita, Y. Enoki, R. Yamaguchi, Tetrahedron, 2008, 64, 1943
20. R. Kawahara, K.-I. Fujita, R. Yamaguchi, J. Am. Chem. Soc. 2010, 132, 15108
21. R. Kawahara, K.-I. Fujita, R. Yamaguchi, Adv. Synth. Catal. 2011, 353, 1161
22. S. Agrawal, M. Lenormand, B. Martín-Matute, Org. Lett. 2012, 14, 1456
23. A. Bartoszewicz, R. Marcos, S. Sahoo, A. K. Inge, X. Zou, B. Martín-Matute, Chem.–Eur. J. 2012, 18, 14510
24. D. Gnanamgari, E. L. O. Sauer, N. D. Schley, C. Butler, C. D. Incarvito, R. H. Crabtree, Organometallics, 2009, 28, 321
25. R. Cano, D. J. Ramón, M. Yus, J. Org. Chem. 2011, 76, 5547
26. K.-I. Fujita, K. Yamamoto, R. Yamaguchi, Org. Lett. 2002, 4, 2691
27. O. Saidi, J. M. J. Williams, Topics in Organometallic Chemistry, Springer, 2010, vol. 34, pp. 96–102
28. D. Balcells, A. Nova, E. Colt, D. Gnanamgari, R. H. Crabtree, O. Eisenstein, Organometallics, 2008, 27, 2529
29. P. Fristrap, M. Tursky, R. Madsen, Org. Biomol. Chem. 2012, 10, 2569
30. M. Zhu, K.-I. Fujita, R. Yamaguchi, Org. Lett. 2010, 12, 1336
31. M. A. Berliner, S. P. A. Dubant, T. Makowski, K. Ng, B. Sitter, C. Wager, Y. Zhang, Org. Process Res. Dev. 2011, 15, 1052
32. A. J. A. Watson, J. M. J. Williams, Science, 2010, 329, 635
33. F. Glorius, N-Heterocyclic Carbenes, Transition Metal Catalysis, Springer, Berlin, 2007, vol. 21
34. A.-E. Wang, J.-H. Xie, L.-X. Wang, Q.-L. Zhou, Tetrahedron, 2005, 61, 259
35. R. A. Sheldon, Green Chem. 2005, 7, 267
36. K. Tanaka, Solvent-free organic Synthesis, Wiley-VCH, Weinheim, 2003