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Silica Gel-Mediated Organic Reactions under Organic Solvent-Free Conditions
Institute for Materials Chemistry and Engineering (IMCE), Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan
* Author to whom correspondence should be addressed.
Received: 24 August 2012; in revised form: 18 September 2012 / Accepted: 20 September 2012 / Published: 27 September 2012
Abstract: Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl- or triphenylphosphine and Hunig’s base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.
Keywords: aromatic nitration; green synthetic process; heterogeneous reaction; Morita-Baylis-Hillman reaction; one-pot Wittig-type olefination; solid reaction medium
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Onitsuka, S.; Jin, Y.Z.; Shaikh, A.C.; Furuno, H.; Inanaga, J. Silica Gel-Mediated Organic Reactions under Organic Solvent-Free Conditions. Molecules 2012, 17, 11469-11483.
Onitsuka S, Jin YZ, Shaikh AC, Furuno H, Inanaga J. Silica Gel-Mediated Organic Reactions under Organic Solvent-Free Conditions. Molecules. 2012; 17(10):11469-11483.
Onitsuka, Satoaki; Jin, Yong Zhi; Shaikh, Ajam C.; Furuno, Hiroshi; Inanaga, Junji. 2012. "Silica Gel-Mediated Organic Reactions under Organic Solvent-Free Conditions." Molecules 17, no. 10: 11469-11483.