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  • 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.

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.

The Journal of organic chemistry (2009-06-10)
Feng Liu, Chaozhong Li
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trimethylsilyl trifluoromethanesulfonate, purum, ≥98.0% (T)
Sigma-Aldrich
Trimethylsilyl trifluoromethanesulfonate, 99%