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Water‐Based Synthesis of Novel 6, 7‐Dihydrobenzofuran‐4 (5 H ) ‐Ones
Author(s) -
Khoeiniha Reyhaneh,
Olyaei Abolfazl,
Saraei Mahnaz
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2752
Subject(s) - chemistry , dimedone , phenylglyoxal , solvent , combinatorial chemistry , chromatographic separation , catalysis , organic chemistry , chromatography , high performance liquid chromatography , biochemistry , amino acid , arginine
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.