Iodine as a versatile catalyst for the hydroalkylation of vinyl arenes with 1,3-diketones

Tetrahedron Letters

Volumn 51, Issue 19, 2010, Pages 2622-2624

  Yadav, J S ^a   Reddy, B V Subba ^a   Rao, T Srinivasa ^a   Bhavani, K ^a   Raju, A ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

1,3 Diketones; Hydroalkylation; Molecular iodine; Vinyl arenes

Indexed keywords

1,3 DIKETONE; DIKETONE; ESTER DERIVATIVE; IODINE; KETOESTER DERIVATIVE; PHENETHYL DIKETONE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG; VINYL POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ALKYLATION; ARTICLE; CATALYST; REACTION TIME;

EID: 77950369196     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.03.024     Document Type: Article

References (33)

1. Stetter, H. In Methoden Org. Chem., 4th ed.; Houben-Weyl, 1952; Vol. 7/2b, p 1423.
2. Barton D.H.R., and Ollis W.D. Comprehensive Organic Chemistry (1979), Pergamon Press, Oxford p 1058
3. Yao X.Q., and Li C.-J. J. Am. Chem. Soc. 126 (2004) 6884
4. Nguyen R.-V., Yao X.Q., Bohle D.S., and Li C.-J. Org. Lett. 7 (2005) 673
5. Yao X.Q., and Li C.-J. J. Org. Chem. 70 (2005) 5752
6. Liu P.N., Zhou Z.-Y., and Lau C.-P. Chem. Eur. J. 13 (2007) 8610
7. Rueping M., Nachtsheim B.J., and Kuenkel A. Synlett (2007) 1391
8. Duan Z., Xuan X., and Wu Y. Tetrahedron Lett. 48 (2007) 5157
9. Kischel J., Michalik D., Zapf A., and Beller M. Chem. Asian J. 2 (2007) 909
10. Wang G.-W., Shen Y.-B., Wu X.-L., and Wang L. Tetrahedron Lett. 49 (2008) 5090
11. Lanman H.E., Nguyen R.-V., Yao X., Chan T.-H., and Li C.-J. J. Mol. Catal. A: Chem. 279 (2008) 218
12. Qian H., and Widenhoefer R.A. J. Am. Chem. Soc. 125 (2003) 2056
13. Pei T., and Widenhoefer R.A. J. Am. Chem. Soc. 123 (2001) 11290
14. Liu C., and Widenhoefer R.A. Tetrahedron Lett. 46 (2005) 285
15. Staben S.T., Kennedy-Smith J.J., and Toste F.D. Angew. Chem., Int. Ed. 43 (2004) 5350
16. Kennedy-Smith J.J., Staben S.T., and Toste F.D. J. Am. Chem. Soc. 126 (2004) 4526
17. Gao Q., Zheng B.-F., Li J.-H., and Yang D. Org. Lett. 7 (2005) 2185
18. Togo H., and Iida S. Synlett (2006) 2159
19. Lin X.-F., Cui S.-L., and Wang Y.G. Tetrahedron Lett. 47 (2006) 4509
20. Chen W.-Y., and Lu J. Synlett (2005) 1337
21. Royer L., De S.K., and Gibbs R.A. Tetrahedron Lett. 46 (2005) 4595
22. Banik B.K., Fernandez M., and Alvarez C. Tetrahedron Lett. 46 (2005) 2479
23. Wang S.-Y. Synlett (2004) 2642
24. Ko S., Sastry M.N.V., Lin C., and Yao C.-F. Tetrahedron Lett. 46 (2005) 5771
25. Pukan P. Synth. Commun. 34 (2004) 1065
26. Zhou Y., Yan P.F., Li G.M., and Chen Z.J. Chin. J. Org. Chem. 29 (2009) 1719
27. Stavber S., Jereb M., and Zupan M. Synthesis (2008) 1487
28. Yadav J.S., Reddy B.V.S., and Hashim S.R. J. Chem. Soc., Perkin Trans. 1 (2000) 3025
29. Yadav J.S., Reddy B.V.S., Premalatha K., and Swamy T. Tetrahedron Lett. 46 (2005) 2687
30. Yadav J.S., Reddy B.V.S., Sabitha G., and Reddy G.S.K.K. Synthesis (2000) 1532
31. Yadav J.S., Reddy B.V.S., Rao C.V., Chand P.K., and Prasad A.R. Synlett (2001) 1638
32. Yadav J.S., Reddy B.V.S., Rao T.S., and Krishna B.B.M. Tetrahedron Lett. 50 (2009) 5351
33. 13C NMR spectra are provided in Supplementary data.