Michael Initiated Ring Closure (MIRC) reaction on in situ generated benzylidenecyclohexane-1,3-diones for the construction of chromeno[3,4-b]quinoline derivatives
摘要:
One-pot synthesis of chromeno[3,4-b]quinoline derivatives have been achieved in good yields through Michael Initiated Ring Closure (MIRC) by employing three-component condensation of aromatic aldehydes, 3-aminocoumarins, and cyclic 1,3-diketones in the presence of catalytic amount of p-toluenesulfonic (p-TSA) acid in ethanol under reflux condition. The salient features of this protocol are: simple reaction procedure, shorter reaction time, good yields, avoidance of aqueous work-up, and column-chromatographic separation. The merit of this process is highlighted by its high bond efficiency of producing three new bonds and one stereocenter in a single operation.
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关键词:
Multicomponent reaction 3-Aminocoumarin Cyclic 1,3-dicarbonyl compounds Aromatic aldehydes p-Toluenesulfonic (p-TSA Chromeno[3,4-b]quinoline derivatives
DOI:
10.1016/j.tetlet.2012.02.114
被引量:
年份:
2012
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