Group-Assisted-Purification Chemistry Strategy for the Efficient Assembly of Cyclic Fused Pyridinones

Abstract

A group-assisted-purification (GAP) chemistry strategy-based Ugi four-center three-component reaction (Ugi-4C-3CR) was explored. The reaction proceeded well to deliver the cyclic fused pyridinones selectively. Moreover, the reaction conditions were mild and avoided additional chromatography or recrystallization workup. Also, wide variations in substrates, such as anilines and aliphatic amines as well as amino alcohols and amino acid esters were all tolerated and pyridinones are achieved in good to excellent yields. Importantly, ladder-type cyclic fused pyridinones can be further constructed in excellent yield of 91%.

Key words

group-assisted-purification (GAP) chemistry - cyclic fused pyridinones - gram-scale synthesis - high atom efficiency - good functional group tolerance

• References

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