A simple, efficient, and high yielding one‐pot protocol for the synthesis of 4‐keto‐4,5,6,7‐tetrahydrobenzofurans has been developed by three‐component coupling reaction of dimedone, phenylglyoxal monohydrate, and heteroaryl amines in eco‐friendly solvent water under reflux conditions. The protocol avoids the use of catalysts, toxic solvents, tedious work‐up procedures, and chromatographic separation. The reaction proceeds at fast rates within 45 min and provides access to a variety of fused‐ring furans in high to excellent yields.
A high-yielding cyclocondensation of 4-hydroxycoumarin, phenylglyoxal monohydrate, and heteroarylamines proceeds without catalysis, which gives novel functionalized furo[3,2-c]coumarins and heteroarylamino alkylation of coumarin products in acetonitrile under reflux, is reported for the first time. This tandem process involves sequentially an aldol condensation, Michael addition, a ring closure, and dehydration reaction.
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