Novel derivatives of benzo[h]thieno[2,3‐b]quinoline‐9‐yl(aryl)methanone were synthesized in good yield and short reaction times by reaction of 2‐mercaptobenzo[h]quinoline‐3‐carbaldehyde with phenacyl bromides under basic conditions. All compounds were characterized using Fourier transform infrared, 1H nuclear magnetic resonance and 13C nuclear magnetic resonance, spectral data, and elemental analysis.
In this research, a simple and efficient strategy for the straightforward synthesis of polysubstituted coumarin‐pyrrolo[2,1‐a]isoquinoline‐1‐carbaldehydes is presented by a sequential three‐component reaction of isoquinoline, 2‐bromoacetophenones and 3‐chloro‐3‐(2‐oxo‐2H‐chromen‐3‐yl)acrylaldehydes as readily available starting materials, which includes base‐mediated 1,4‐addition or [3+2] cycloaddition/intramolecular cyclization/formation two C−C bonds/aromatization tandem reaction under air. In this method, chemoselective cascade process, easily accessible starting materials, energy conserving (short reaction times at room temperature), simplicity of product purification (the products can be purified by washing with EtOH), excellent yields (75–88 %), metal‐free catalyst, green and mild conditions in one‐pot are important highlighted advantages of this protocol.
In this research, a simple and chemoselective synthesis of highly fluorescent polysubstituted dihydro‐6H‐chromeno[4,3‐d]pyrazolo[1,5‐a]pyrimidin‐6‐ones containing one chiral stereocenter is presented by a sequential four‐component reaction of 4‐chloro‐3‐formylcoumarin, 1‐phenyl‐2‐(1,1,1‐triphenyl‐λ5‐phosphanylidene)ethan‐1‐ones (Wittig reagent), benzoylacetonitriles and hydrazine hydrate as readily available starting materials, which includes base‐mediated 1,4‐addition/aza‐Michael addition/formation of two C−N bonds. The desired products were obtained with short reaction times, easy purification (products can be purified by washing with EtOH), and medium to high yields (up to 92 %) under relatively mild reaction conditions. Molecular structures were determined by IR spectrophotometry, mass spectrometry, NMR spectroscopy, and single‐crystal X‐ray analysis.
A series of dihydrochromeno[3,4-d]pyrrolo[3,4-b]pyridines have been synthesized in excellent yields (41–92%) through reaction of 4-chloro-3-substituted coumarins with α-aminomaleimides.
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