Catalytic Hydrogenation of Substituted Pyridines with PtO2 Catalyst

Reddymasu Sreenivasulu; Kalluri Venkata Sri Ranganath; Rudraraju Ramesh Raju

doi:10.14233/ajchem.2015.19127

Issue

Vol. 27 No. 12 (2015): Vol 27 Issue 12

Issue Published : August 29, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Catalytic Hydrogenation of Substituted Pyridines with PtO2 Catalyst

https://doi.org/10.14233/ajchem.2015.19127

Reddymasu Sreenivasulu

Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522 510, India

Kalluri Venkata Sri Ranganath

Department of Chemistry, Guru Ghasidas Viswavidyalaya (Central University), Bilasapur-495 009, India

Rudraraju Ramesh Raju

Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522 510, India

Corresponding Author(s) : Rudraraju Ramesh Raju

rrraju1@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 12 (2015): Vol 27 Issue 12
Article Published : August 29, 2015

Abstract

The challenging methodology for the hydrogenation of substituted pyridines with mild reducing catalyst PtO₂ in glacial acetic acid as a protic solvent using clean hydrogen under 50 to 70 bar atmospheric pressure leads to the synthesis of piperidine derivatives is reported. All the hydrogenated compounds were characterized by ¹H NMR and ESI-MS.

Keywords

Piperidines Hydrogenation PtO2 Substituted pyridines

Sreenivasulu, R., Venkata Sri Ranganath, K., & Ramesh Raju, R. (2015). Catalytic Hydrogenation of Substituted Pyridines with PtO2 Catalyst. Asian Journal of Chemistry, 27(12), 4358–4360. https://doi.org/10.14233/ajchem.2015.19127

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References

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References

T.J. Donohoe, R. Garg and C.A. Stevenson, Tetrahedron Asymm., 7, 317 (1996); doi:10.1016/0957-4166(96)00001-8.

R.T. Shuman, P.L. Ornstein, J.W. Paschal and P.D. Gesellchen, J. Org. Chem., 55, 738 (1990); doi:10.1021/jo00289a058.

T.H. Jones, Tetrahedron Lett., 31, 1535 (1990); doi:10.1016/0040-4039(90)80009-B.

T.P. Curran, M.B. Smith and M.P. Pollastri, Tetrahedron Lett., 35, 4515 (1994); doi:10.1016/S0040-4039(00)60715-3.

G.A. Cooke and G. Fodor, Can. J. Chem., 46, 1105 (1968); doi:10.1139/v68-185.

M. Irfan, E. Petricci, T.N. Glasnov, M. Taddei and C.O. Kappe, Eur. J. Org. Chem., 1327 (2009); doi:10.1002/ejoc.200801131.

Y. Liu and H. Du, J. Am. Chem. Soc., 135, 12968 (2013); doi:10.1021/ja406761j.

F. Glorius, N. Spielkamp, S. Holle, R. Goddard and C.W. Lehmann, Angew. Chem. Int. Ed., 43, 2850 (2004); doi:10.1002/anie.200453942.

M.G.P. Buffat, Tetrahedron, 60, 1701 (2004); doi:10.1016/j.tet.2003.11.043.

P.M. Weintraub, J.S. Sabol, J.M. Kane and D.R. Borcherding, Tetrahedron, 59, 2953 (2003); doi:10.1016/S0040-4020(03)00295-3.

J.W. Daly, T.F. Spande and H.M. Garraffo, J. Nat. Prod., 68, 1556 (2005); doi:10.1021/np0580560.

S. Laschat and T. Dickner, Synthesis, 1781 (2000); doi:10.1055/s-2000-8218.

M. Freifelder and G.R. Stone, J. Org. Chem., 26, 3805 (1961); doi:10.1021/jo01068a043.

M. Freifelder, R.M. Robinson and G.R. Stone, J. Org. Chem., 27, 284 (1962); doi:10.1021/jo01048a505.

S. Nishimura, Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis, John Wiley & Sons, New York (2001).

L. Hegedus, V. Hada, A. Tungler, T. Mathe and L. Szepesy, Appl. Catal. A Gen., 201, 107 (2000); doi:10.1016/S0926-860X(00)00428-2.

M. Freifelder, J. Org. Chem., 29, 2895 (1964); doi:10.1021/jo01033a021.

H.A. Smith and B.L. Stump, J. Am. Chem. Soc., 83, 2739 (1961); doi:10.1021/ja01473a032.

F.W. Vierhapper and E.L. Eliel, J. Org. Chem., 40, 2729 (1975); doi:10.1021/jo00907a006.

M. Freifelder, R.W. Mattoon and Y.H. Ng, J. Org. Chem., 29, 3730 (1964); doi:10.1021/jo01035a529.

T.S. Hamilton and R. Adams, J. Am. Chem. Soc., 50, 2260 (1928); doi:10.1021/ja01395a028.

M. Freifelder, J. Org. Chem., 27, 4046 (1962); doi:10.1021/jo01058a501.

J.H. Biel, H.L. Friedman, H.A. Leiser and E.P. Sprengeler, J. Am. Chem. Soc., 74, 1485 (1952); doi:10.1021/ja01126a039.

T.B. Grave, J. Am. Chem. Soc., 46, 1460 (1924); doi:10.1021/ja01671a016.

P.L. Ornstein, J.M. Schaus, J.W. Chambers, D.L. Huser, J.D. Leander, D.T. Wong, J.W. Paschal, N.D. Jones and J.B. Deeter, J. Med. Chem., 32, 827 (1989); doi:10.1021/jm00124a015.

A.J. Hutchison, M. Williams, C. Angst, R. De Jesus, L. Blanchard, R.H. Jackson, E.J. Wilusz, D.E. Murphy and P.S. Bernard, J. Med. Chem., 32, 2171 (1989); doi:10.1021/jm00129a025.

Issue

Vol. 27 No. 12 (2015): Vol 27 Issue 12

Catalytic Hydrogenation of Substituted Pyridines with PtO2 Catalyst

Corresponding Author(s) : Rudraraju Ramesh Raju

Abstract

Keywords

Full Article

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