Metal-Free Synthesis of Coumarin-fused Pyrimidines from 4-Aminocoumarins via Pseudo Four-component Reaction

摘要

An efficient pseudo four-component procedure for the con- struction of chromeno[4,3-d]pyrimidin-5-ones, a type of cou- marin-fused pyrimidines, from 4-aminocoumarins, two mole- cules of aromatic aldehydes and ammonium iodide under metal-free conditions is developed. The coumarin-pyrimidine hybrids readily undergo sequential hydrolysis and alkylation to give all-carbon substituted pyrimidines in excellent yields. One- pot synthesis of pyrimidines from readily available 4-amino- coumarins and other commodity chemicals is exemplified.