Formation of Benzylidenes-Diacetates Catalyzed by Activated Zeolite &ldquo;LZY-562&rdquo; and Clay (K10/ZnCl2): An Unexpected Functional Selectivity

H. Dokari; M. Hammadi; N. Benferrah; Y. Rachedi

doi:10.14233/ajchem.2015.15881

Issue

Vol. 27 No. 6 (2015): Vol 27 Issue 6

Issue Published : March 17, 2015

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

Formation of Benzylidenes-Diacetates Catalyzed by Activated Zeolite “LZY-562” and Clay (K10/ZnCl2): An Unexpected Functional Selectivity

https://doi.org/10.14233/ajchem.2015.15881

H. Dokari

Faculty of Sciences, UMBB, University of Boumerdes, 35000 Boumerdes, Algeria

M. Hammadi

Faculty of Sciences, UMBB, University of Boumerdes, 35000 Boumerdes, Algeria

N. Benferrah

URMPE Research Unit for Materials, Processes and Environment, Faculty of Engineering Sciences, UMBB, 35000 Boumerdes, Algeria

Y. Rachedi

Faculty of Chemistry, USTHB, University of Bab Ezzouar, 16000 Alger, Algeria

Corresponding Author(s) : N. Benferrah

benferrahnassima@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 6 (2015): Vol 27 Issue 6
Article Published : March 17, 2015

Abstract

Activated zeolites LZY-562 and clay montmorillonite K10 at room temperature without solvent catalyzes the synthesis of benzylidenes-diacetates from carbonyl compounds. A chemoselectivity was observed between aldehydes and ketones, between the different aldehydes and ketones as well.

Keywords

Montmorillonite K10/ZnCl2 Zeolites LY-562 gem-Diacetates Chemoselectivity Carbonyl compounds

Dokari, H., Hammadi, M., Benferrah, N., & Rachedi, Y. (2015). Formation of Benzylidenes-Diacetates Catalyzed by Activated Zeolite “LZY-562” and Clay (K10/ZnCl2): An Unexpected Functional Selectivity. Asian Journal of Chemistry, 27(6), 1973–1976. https://doi.org/10.14233/ajchem.2015.15881

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References

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References

T.W. Greene and P.G.M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, edn 3 (1999).

R.E. Banks, J.A. Miller, M.J. Nunn, P. Stanley, T.R. Weakley and J. Ullah, J. Chem. Soc., Perkin Trans. 1, 1096 (1981); doi:10.1039/p19810001096.

A. Mouriño, Synth. Commun., 8, 117 (1978); doi:10.1080/00397917808062105.

G.M. Whitesides and J. San Filippo, J. Am. Chem. Soc., 92, 6611 (1970); doi:10.1021/ja00725a039.

B.M. Trost and C.B. Lee, J. Am. Chem. Soc., 123, 3671 (2001); doi:10.1021/ja003774o.

B.M. Trost and J. Vercauteran, Tetrahedron Lett., 26, 131 (1985); doi:10.1016/S0040-4039(00)61861-0.

M. Sandberg and L.K. Sydnes, Tetrahedron Lett., 39, 6361 (1998); doi:10.1016/S0040-4039(98)01309-4.

F.R. van Heerden, J.J. Huyser, D. Bradley, G. Williams and C.W. Holzapfel, Tetrahedron Lett., 39, 5281 (1998); doi:10.1016/S0040-4039(98)01000-4.

J.S. Yadav, B.V. Subba Reddy and G.S. Kiran Kumar Reddy, Tetrahedron Lett., 41, 2695 (2000); doi:10.1016/S0040-4039(00)00242-2.

L.K. Sydnes and M. Sandberg, Tetrahedron, 53, 12679 (1997); doi:10.1016/S0040-4020(97)00789-8.

M. Tomita, T. Kikuchi, K. Bessho, T. Hori and Y. Inubushi, Chem. Pharm. Bull. (Tokyo), 11, 1484 (1963); doi:10.1248/cpb.11.1484.

G.A. Olah and A.K. Mehrotra, Synthesis, 962 (1982); doi:10.1055/s-1982-30021.

F. Freeman and E.M. Karchefski, J. Chem. Eng. Data, 22, 355 (1977); doi:10.1021/je60074a038.

K.S. Kochhar, S.B. Bal, R.P. Deshpande, S.N. Rajadhyaksha and H.W. Pinnick, J. Org. Chem., 48, 1765 (1983); doi:10.1021/jo00158a036.

I. Scriabine, Bull. Chem. Soc. Fr., 1194 (1961)

J.K. Michie and J.A. Miller, Synthesis, 824 (1981); doi:10.1055/s-1981-29613.

P. Laszlo and A. Mathy, Helv. Chim. Acta, 70, 577 (1987); doi:10.1002/hlca.19870700310; S. Chalais, A. Cornalis, A. Gerstmans, W. Kojodziejski, P. Laszlo, A. Mathy and P. Mitra, Helv. Chim. Acta, 68, 1196 (1985); doi:10.1002/hlca.19850680516.

B. Labiad and D. Villemin, Synth. Commun., 19, 31 (1989); doi:10.1080/00397918908050949.

R. Miranda, H. Cervantes and P. Joseph-Nathan, Synth. Commun., 20, 153 (1990); doi:10.1080/00397919008054626.

R. Fazaeli, S. Tangestaninejad and H. Aliyan, Appl. Catal., 318, 218 (2007); doi:10.1016/j.apcata.2006.11.002.

M.M. Heravi, K. Bakhtiari and F.F. Bamoharram, Catal. Commun., 7, 499 (2006); doi:10.1016/j.catcom.2006.01.003; H. Wu, Y. Shen, L. Fan, Y. Wan and D. Shi, Tetrahedron, 62, 7995 (2006); doi:10.1016/j.tet.2006.06.038.

A. Ziyaei, N. Azizi and M. Saidi, J. Mol. Catal., 238, 138 (2005); doi:10.1016/j.molcata.2005.05.022.

A.R. Hajipour, A. Zarei and A.E. Ruoho, Tetrahedron Lett., 48, 2881 (2007); doi:10.1016/j.tetlet.2007.02.090.