Sulphated Zirconia as an Eco-Friendly Catalyst in Acylal Preparation under Solvent-Free Conditions, Acylal Deprotection Assisted by Microwaves, and the Synthesis of Anhydro-Dimers of o-Hydroxybenzaldehydes 英文参考文献.docVIP
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Sulphated Zirconia as an Eco-Friendly Catalyst in Acylal Preparation under Solvent-Free Conditions, Acylal Deprotection Assisted by Microwaves, and the Synthesis of Anhydro-Dimers of o-Hydroxybenzaldehydes 英文参考文献
Molecules 2009, 14, 4065-4078; doi:10.3390/moleculeOPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Sulphated Zirconia as an Eco-Friendly Catalyst in Acylal
Preparation under Solvent-Free Conditions, Acylal
Deprotection Assisted by Microwaves, and the Synthesis of
Anhydro-Dimers of o-Hydroxybenzaldehydes
Laura Nadxieli Palacios-Grijalva 1, Deysi Y. Cruz-González 1, Leticia Lomas-Romero 2,
Eduardo González-Zamora 2, Gerardo Ulibarri 3 and Guillermo E. Negrón-Silva 1,*
1
Departamento de Ciencias Básicas, UAM-A, Av. San Pablo, No. 180. C.P. 02200, México, D.F.,
Mexico; E-Mails: lnpg@correo.azc.uam.mx (L.N.P.-G.); dycg@correo.azc.uam.mx (D.Y.C.-G.)
2
Departamento de Química, UAM-I, San Rafael Atlixco, No. 186. C.P. 09340, México, D.F.,
Mexico; E-Mails: llr@xanum.uam.mx (L.L.-R.); egz@xanum.uam.mx (E.G.-Z.)
3
Department of Chemistry Biochemistry, Laurentian University, Sudbury, ON P3E2C6, Canada;
E-Mail: gulibarri@laurentian.ca
* Author to whom correspondence should be addressed; E-Mail: gns@correo.azc.uam.mx.
Received: 25 August 2009; in revised form: 21 September 2009 / Accepted: 27 September 2009 /
Published: 12 October 2009
Abstract: A solvent-free approach is described for the regioselective synthesis of acylals
(1,1-diacetates) in shorter reaction times and higher yields, compared to conventional
methodology using solvents. In the protection reaction of the o-hydroxybenzaldehyde the
formation of acetyl compounds and anhydro-dimers was observed. The deprotection
reaction involves microwave (MW) exposure of diluted reactants in the presence of solid
sulphated zirconia (SZ) catalyst that can be easily recovered and reused. The sulphated
zirconia was recycled several times without any loss of activity.
Keywords: sulphated zirconia; solvent-free; microwaves; regioselective; diacetates
Introduction
Organic transformations are frequently assisted by heterogeneous catalysts which usually provid
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