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An Efficient and Chemoselective Procedure for Acylal Synthesis
School of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng 224003, China
Department of Chemistry, Shaoxing University, Shaoxing 312000, China
* Author to whom correspondence should be addressed.
Received: 23 June 2010; in revised form: 6 September 2010 / Accepted: 15 September 2010 / Published: 16 September 2010
Abstract: A novel heterogeneous efficient procedure has been developed for the chemoselective synthesis of acylals (1,1-diacetates) under solvent-free conditions. A novel catalyst prepared by the sulfuric acid catalyzed copolymerization of p-toluenesulfonic acid and paraformaldehyde displays extremely high activities for the title reactions, affording average yields over 90% within several minutes. A comparative study showed that the novel catalyst has much higher activity than other catalysts used for this purpose. Besides, the novel catalyst displays chemoselectivity for the protection of aldehydes in the presence of ketones. In addition the high acidity (4.0 mmol/g), thermal stability (200 ºC) and easy reusability make the novel catalyst one of the best choices for the process.
Keywords: efficient; novel catalyst; heterogeneous; green process
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Fan, D.-H.; Wang, H.; Mao, X.-X.; Shen, Y.-M. An Efficient and Chemoselective Procedure for Acylal Synthesis. Molecules 2010, 15, 6493-6501.
Fan D-H, Wang H, Mao X-X, Shen Y-M. An Efficient and Chemoselective Procedure for Acylal Synthesis. Molecules. 2010; 15(9):6493-6501.
Fan, Da-He; Wang, Hui; Mao, Xing-Xing; Shen, Yong-Miao. 2010. "An Efficient and Chemoselective Procedure for Acylal Synthesis." Molecules 15, no. 9: 6493-6501.