Functionalized cyclobutenes via multicomponent thermal [2 + 2] cycloaddition reactions |
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Authors: | Sheldrake Helen M Wallace Timothy W Wilson Craig P |
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Affiliation: | School of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK. |
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Abstract: | [reaction: see text] Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25 degrees C, conditions that are compatible with the presence of a potential leaving group on the beta-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes. |
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