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Additive-Free Construction of Tetrahydropyrimidine Skeleton by using 1,3,5-Triazinane as Four-Atom Synthon

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posted on 2024-06-19, 03:03 authored by Lanlan Rong, Jingwen Ma, Chenru Lai, Shihong Han, Junzhao Liao, Chenwu Liu, Xiaoning Li, Jiuzhong Huang
Herein, an unprecedented [4 + 2] cycloaddition of enaminone with 1,3,5-triazinane has been developed. The representative semihydrogenated aromatic heterocycle 1,2,3,4-tetrahydropyrimidines have been synthesized with a broad substrate scope, demonstrating potential antitumor activity. This approach has been smoothly conducted under additive-free and environmentally friendly conditions that are compatible with various functional groups. Furthermore, the condition optimization process reveals that the tetrahydropyrimidine product is regulated via the reaction temperature.

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