Palladium anchored on amine-functionalized K10 as an efficient, heterogeneous and reusable catalyst for carbonylative Sonogashira reaction

Applied Catalysis A: General

Volumn 506, Issue , 2015, Pages 237-245

  Chavan, Sujit P ^a   Varadwaj, G Bishwa Bidita ^b   Parida, Kulamani ^b   Bhanage, Bhalchandra M ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b SIKSHA O ANUSANDHAN DEEMED TO BE UNIVERSITY   (India)

Author keywords

Alkynyl ketones; Carbonylative Sonogashira reaction; Dibenzoylmethane; Heterogeneous catalysis; Pd(II)APTES@K10

Indexed keywords

CATALYSIS; COMPUTER SOFTWARE REUSABILITY; KETONES; PALLADIUM COMPOUNDS; PHOSPHORUS COMPOUNDS;

ALKYNYLS; CATALYST CHARACTERIZATION; DIBENZOYLMETHANE; ELECTRONWITHDRAWING; IMMOBILIZED CATALYSTS; ORGANIC TRANSFORMATIONS; SONOGASHIRA REACTIONS; SYNTHETIC INTERMEDIATES;

CATALYSTS;

EID: 84942609966     PISSN: 0926860X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.apcata.2015.09.019     Document Type: Article

References (55)

1. B.G. Vong, S.H. Kim, S. Abraham, and E.A. Theodorakis Angew. Chem. Int. Ed. 43 2004 3947 3951
2. A.S. Karpov, E. Merkul, F. Rominger, and T.J.J. Mller Angew. Chem. Int. Ed 44 2005 6951 6956
3. A. Arcadi, M. Aschi, F. Marinelli, and M. Verdecchia Tetrahedron 64 2008 5354 5361
4. J.D. Kirkham, S.J. Edeson, S. Stokes, and J.P. Harrity Org. Lett. 14 2012 5354 5357
5. B. Willy, T. Dallos, F. Rominger, J. Schonhaber, and T.J.J. Muller Eur. J. Org. Chem. 2008 4796 4805
6. C. Chowdhury, and N.G. Kundu Tetrahedron 55 1999 7011 7016
7. J.F. Normant Synthesis 1972 63 80
8. L.I. Vereshchagin, O.G. Yashina, T.V. Zarva, Zh. Org. Khim. 2 (1966) 1895-1898; Chem. Abstr. 66 (1967) 46,070.
9. L. Chen, and C.J. Li Org. Lett. 6 2004 3151 3153
10. S.S. Palimkar, R.J. Lahoti, and K.V. Srinivasan Green Chem. 9 2007 146 152
11. M.A. Bhosale, T. Sasaki, and B.M. Bhanage Catal Sci. Technol. 4 2014 4274 4280
12. C. Taylor, and Y. Bolshan Org. Lett. 16 2014 488 491
13. T. Tang, X.-D. Fei, Z.-Y. Ge, Z. Chen, Y.-M. Zhu, and S.-J. Ji J. Org. Chem. 78 2013 3170 3175
14. A. Brennfuhrer, H. Neumann, and M. Beller Angew. Chem. Int. Ed. 48 2009 4114 4133
15. R. Grigg, and S.P. Mutton Tetrahedron 66 2010 5515 5548
16. X.-F. Wu, H. Neumann, and M. Beller Chem. Soc. Rev. 40 2011 4986 5009
17. C.F.J. Barnard Organometallics 27 2008 5402 5422
18. B. Gabriele, G. Salerno, M. Costa, and G.P. Chiusoli Curr. Org. Chem. 8 2004 919 946
19. B. Gabriele, G. Salerno, and M. Costa Top. Organomet. Chem. 18 2006 239 272
20. A. Zapf, and M. Beller Top Catal. 19 2002 101 109
21. C. Torborg, and M. Beller Adv. Synth. Catal. 351 2009 3027 3043
22. C.A. Busacca, D.R. Fandrick, J.J. Song, and C.H. Senanayaka Adv. Synth. Catal. 353 2011 1825 1864
23. Q. Liu, H. Zhang, and A. Lei Angew. Chem. Int. Ed. 50 2011 10788 10799
24. B. Gabriele, R. Mancuso, and G. Salerno Eur. J. Org. Chem. 2012 6825 6839
25. B.R. Sarkar, and R.V. Chaudhari Catal. Surv. Asia 9 2005 193 205
26. X.-F. Wu, H. Neumann, and M. Beller Chem. Rev. 113 2013 1 35
27. X.-F. Wu, X. Fang, L. Wu, R. Jackstell, H. Neumann, and M. Beller Acc. Chem. Res. 47 2014 1041 1053
28. Q.-D. Samuel, K.M. Dyballa, and I. Fleischer Tetrahedron Lett. 56 2015 2634 2650
29. L. Shi, L. Xue, R. Lang, C. Xia, and F. Li ChemCatChem 6 2014 2560 2566
30. J.W. Grate, T. Kobayashi, and M. Tanaka J. Chem. Soc. Chem. Commun. 1981 333 334
31. V.N. Kalinin, M.V. Shostakovsky, and A.B. Ponomaryo Tetrahedron Lett. 131 1990 4073 4076
32. P.G. Ciattini, E. Morera, G. Ortar, and S.S. Rossi Tetrahedron 47 1991 6449 6456
33. S. Torri, H. Okumoto, L. Xu, M. Sadakane, M.V. Shostakovsky, A.B. Ponomaryov, and V.N. Kalinin Tetrahedron 49 1993 6773 6784
34. H. Miao, and Z. Yang Org. Lett. 2 2000 1765 1768
35. D.V. Kadnikov, and R.C. Larock J. Organomet. Chem. 687 2003 425 435
36. E. Awuah, and A. Capretta Org. Lett. 11 2009 3210 3213
37. M.S. Mohamed Ahmed, and A. Mori Org. Lett. 5 2003 3057 3060
38. B. Liang, M. Huang, Z. You, Z. Xiong, K. Lu, R. Fathi, J. Chen, and Z. Yang J. Org. Chem. 70 2005 6097 6100
39. X.-F. Wu, H. Neumann, and M. Beller Chem. Eur. J. 16 2010 12104 12107
40. X.-F. Wu, H. Neumann, and M. Beller Angew. Chem. Int. Ed. 50 2011 11142 11146
41. J. Liu, X. Peng, W. Sun, Y. Zhao, and C. Xia Org. Lett. 10 2008 3933 3936
42. T. Fukuyama, R. Yamaura, and I. Ryu Can. J. Chem. 83 2005 711 715
43. J. Zhang, Y. Wang, X. Zhao, and Y. Liu Eur. J. Inorg. Chem. 2014 975 985
44. G.B.B. Varadwaj, S. Rana, and K.M. Parida Dalton Trans. 42 2013 5122 5129
45. G.B.B. Varadwaj, S. Rana, and K.M. Parida RSC Adv. 3 2013 7570 7578
46. G.B.B. Varadwaj, S. Rana, and K.M. Parida J. Phys. Chem. C 118 2014 1640 1651
47. G.B.B. Varadwaj, S. Rana, K.M. Parida, and B.B. Nayak J. Mater. Chem. 2 2014 7526 7534 A
48. M.V. Khedkar, S.R. Khan, D.N. Sawant, D.B. Bagal, and B.M. Bhanage Adv. Synth. Catal. 353 2011 3415 3422
49. M.V. Khedkar, T. Sasaki, and B.M. Bhanage ACS Catal. 3 2013 287 293
50. S.T. Gadge, M.V. Khedkar, S.R. Lanke, and B.M. Bhanage Adv. Synth. Catal. 354 2012 2049 2056
51. L. Valentini, M. Cardinali, and J.M. Kenny Carbon 48 2010 861 867
52. I. Tkac, P. Komadel, and D. Muller Clay Miner. 29 1994 11 19
53. J. F. Moulder, W. F. Stickle, P. E. Sobol, K.D. Bomben, Handbook of X-ray Photoelectron Spectroscopy, A Reference Book of Standard Spectra for Identification and Interpretation of XPS Data, Perkin-Elmer Corporation, Physical Electronics Division, Eden Prairie, MN (1992).
54. F.A. Cotton, and G. Wikinson Advanced Inorganic Chemistry 3rd edn 1972 Wiley New York 492
55. A.V. Kel'in, and A. Maioli Curr. Org. Chem. 7 2003 1855