Synthesis of Mannich type products via a three-component coupling reaction

Pandey, Ghanshyam ; Singh, Ravi P. ; Garg, Ashish ; Singh, Vinod K. (2005) Synthesis of Mannich type products via a three-component coupling reaction Tetrahedron Letters, 46 (12). pp. 2137-2140. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.01.118

Abstract

The reactions of alkyl nitriles, acetyl chloride, aldehydes and β-ketoesters or simple ketones was studied for the one-pot synthesis of β-acetamido carbonyl compounds. It was observed that the reaction proceeds in the absence of Lewis acids. However, a Lewis acid catalyzes the reaction and several were tested. It was found that whereas Cu(OTf)2 is suitable for the coupling of β-ketoesters with aldehydes, Sc(OTf)3is the best for ketones. A possible mechanism is proposed based on the isolation and characterization of an intermediate.

Item Type:Article
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ID Code:55388
Deposited On:18 Aug 2011 08:40
Last Modified:18 Aug 2011 08:40

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