Silica Sulfuric Acid as an Efficient Heterogeneous Catalyst for the Synthesis of 1,1-Diacetates under Solvent-Free Conditions

Abdol R. Hajipour; Amin Zarei; Leila Khazdooz; Bi Bi F. Mirjalili; Nafise Sheikhan; Saeed Zahmatkesh; Arnold E. Ruoho

doi:10.1055/s-2005-918416

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Synthesis 2005(20): 3644-3648
DOI: 10.1055/s-2005-918416

PAPER

Silica Sulfuric Acid as an Efficient Heterogeneous Catalyst for the Synthesis of 1,1-Diacetates under Solvent-Free Conditions

Abdol R. Hajipour*^a,b, Amin Zarei^b, Leila Khazdooz^b, Bi Bi F. Mirjalili^c, Nafise Sheikhan^c, Saeed Zahmatkesh^b, Arnold E. Ruoho^a
^a Department of Pharmacology, University of Wisconsin, Medical School, 1300 University Avenue, Madison, WI 53706-1532, USA
^b Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan 84156, Iran
Fax: +98(311)3912350; e-Mail: haji@cc.iut.ac.ir; e-Mail: arhajipour@wisc.edu;
^c Department of Chemistry, College of Science, Yazd University, Yazd, Iran

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Publication History

Received 15 April 2005
Publication Date:
12 October 2005 (online)

Abstract
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Abstract

An efficient method for the preparation of acylals from different aldehydes in the presence of silica sulfuric acid and acetic anhydride under solvent-free conditions is reported.

Key words

silica sulfuric acid - 1,1-diacetate - solvent-free

References

1 Green TW. Wuts PGM. Protective Groups in Organic Synthesis 3rd ed.: Wiley; New York: 1999.

Google Scholar
2 Kochhar KS. Bal BS. Deshpande RP. Rajadhyaksha SN. Pinnick HW. J. Org. Chem. 1983, 48: 1765

Crossref Google Scholar
3 Held H. Rengstle A. Mayer D. Ullmann’s Encyclopedia of Industrial Chemistry 5th ed, Vol. A 1: Gerhartz W. VCH; Weinheim: 1985. p.68

Google Scholar
4a Frick JG. Harper RJ. J. Appl. Polym. Sci. 1984, 1433

Crossref Google Scholar
4b Eanderson WR. inventors; European Patent Appl. EP 125781. ; Chem. Abstr. 1985, 103, 64010

Crossref
5a Van Heerden FR. Huyser JJ. Bradley D. Williams G. Holzapfel CW. Tetrahedron Lett. 1998, 39: 5281

Crossref Google Scholar
5b Sandberg M. Sydnes LK. Tetrahedron Lett. 1998, 39: 6361

Crossref Google Scholar
6 Yadav JS. Subba Reddy VB. Srihari P. Synlett 2001, 673

Google Scholar
7 Gregory MJ. J. Chem. Soc. B 1970, 1201

Crossref Google Scholar
8 Freeman F. Karcherski EM. J. Chem. Eng. Data 1977, 22: 355

Crossref Google Scholar
9 Michie JK. Miller JA. Synthesis 1981, 824

Article in Thieme Connect Google Scholar
10 Deka N. Kalita DJ. Borah R. Sarma JC. J. Org. Chem. 1997, 62: 1563

Crossref Google Scholar
11 Wang C. Li M. Synth. Commun. 2002, 32: 3469

Crossref Google Scholar
12 Karimi B. Seradj H. Ebrahimian RG. Synlett 2000, 623

Article in Thieme Connect Google Scholar
13 Agarwal VK. Fonquerna S. Vennall GP. Synlett 1998, 849

Article in Thieme Connect Google Scholar
14 Chandra KL. Saravanan P. Singh VK. Synlett 2000, 359

Article in Thieme Connect Google Scholar
15 Carrigan MD. Eash KJ. Oswald MC. Mohan RS. Tetrahedron Lett. 2001, 42: 8133

Crossref Google Scholar
16 Roy SC. Banerjee B. Synlett 2002, 1677

Article in Thieme Connect Google Scholar
17 Firouzabadi H. Iranpoor N. Nowrouzi F. Amani K. Tetrahedron Lett. 2003, 44: 3951

Crossref Google Scholar
18 Kumar P. Hegde VR. Kumar TP. Tetrahedron Lett. 1995, 36: 601

Crossref Google Scholar
19 Yadav JS. Reddy BVS. Venugopal C. Ramalingam T. Synlett 2002, 604

Article in Thieme Connect Google Scholar
20 Nagy NM. Jakab MA. Konya J. Antus S. Appl. Clay Sci. 2002, 21: 213

Crossref Google Scholar
21 Ghosh R. Maiti S. Chakraborty A. Halder R. J. Mol. Catal. A: Chem. 2004, 215: 49

Crossref Google Scholar
22 Jin TS. Sun G. Li YW. Li TS. Green Chem. 2002, 4: 255

Crossref Google Scholar
23 Smith G. Reddy CS. Tetrahedron 2003, 59: 9571

Crossref Google Scholar
24 Aggen DH. Arnold JN. Hayes PD. Smoter NJ. Mohan RS. Tetrahedron 2004, 60: 3675

Crossref Google Scholar
25 Romanelli GP. Thomas HJ. Baronetti GT. Autino JC. Tetrahedron Lett. 2003, 44: 1301

Crossref Google Scholar
26a Hajipour AR. Mirjalili BF. Zarei A. Khazdooz L. Ruoho AE. Tetrahedron Lett. 2004, 45: 6607

Crossref Google Scholar
26b Zolfigol MA. Tetrahedron 2001, 57: 9509

Crossref Google Scholar
26c Hajipour AR. Zarei A. Khazdooz L. Pourmousavi SA. Zahmatkesh S. Ruoho AEJ. Sulfur Chem. 2004, 25: 389

Crossref Google Scholar
26d Zolfigol MA. Mirjalili BF. Bamoniri A. Karimi MA. Zarei A. Khazdooz L. Noei J. Bull. Korean Chem. Soc. 2004, 25: 1414

Crossref Google Scholar
27a Hajipour AR. Islami F. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1999, 38: 461

Crossref Google Scholar
27b Hajipour AR. Hantehzadeh M. J. Org. Chem. 1999, 64: 8475

Crossref Google Scholar
27c Hajipour AR. Arbabian M. Ruoho AE. J. Org. Chem. 2002, 67: 8622

Crossref Google Scholar
27d Hajipour AR. Ruoho AE. Org. Prep. Proced. Int. 2002, 34: 647

Crossref Google Scholar
27e Hajipour AR. Baltork IM. Nikbaghat K. Imanzadeh Gh. Synth. Commun. 1999, 29: 1697

Crossref Google Scholar
27f Hajipour AR. Mazloumi G. Synth. Commun. 2002, 32: 23

Crossref Google Scholar
27g Hajipour AR. Ruoho AE. J. Chem. Res., Synop. 2002, 547

Crossref Google Scholar
27h Hajipour AR. Adibi H. Ruoho AE. J. Org. Chem. 2003, 68: 4553

Crossref Google Scholar