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Letter

SmCl₃-Catalyzed C-Acylation of 1,3-Dicarbonyl Compounds and Malononitrile

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Quansheng Shen,^† Wen Huang,^† Jialiang Wang,^† and Xigeng Zhou*^†^‡

Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, People's Republic of China, and State Key Laboratory of Organometallic Chemistry, Shanghai 200032, People's Republic of China

Org. Lett., 2007, 9 (22), pp 4491–4494

DOI: 10.1021/ol701961z

Publication Date (Web): September 29, 2007

Section:

Benzene, Its Derivatives, and Condensed Benzenoid Compounds

Abstract

A recyclable, convenient, and efficient catalytic system for C-acylation of 1,3-dicarbonyl compounds and malononitrile with acid chlorides has been developed, giving moderate to excellent yields under mild conditions. This is the first catalytic example of such reactions. In addition, by applying this protocol as the key step, 3,5-disubstituted-1H-pyrazole-4-carboxylate can easily be synthesized in high yields in a one-pot procedure.

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History

Published In Issue October 25, 2007
Received August 10, 2007

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Letter

SmCl₃-Catalyzed C-Acylation of 1,3-Dicarbonyl Compounds and Malononitrile

Abstract