Journal of Organic Chemistry 2009-08-07

Intramolecular formal [4 + 2] cycloaddition of nitriles with amides triggered by TMSOTf/Et3N: highly efficient construction of pyrrolo[1,2-a]pyrimidin-4(6H)-ones.

Feng Liu, Chaozhong Li

Index: J. Org. Chem. 74(15) , 5699-702, (2009)

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Abstract

By treatment with TMSOTf/Et3N, N-(2-cyanoarylmethyl)-substituted acrylamides or beta-ketoamides underwent N-addition cascades under mild conditions to afford the corresponding pyrrolo[1,2-a]pyrimidin-4(6H)-ones as the formal [4 + 2] cycloaddition products in high yields.

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