An efficient light on-off one-pot method for the synthesis of 3-styryl coumarins from aryl alkynoates

An efficient one-pot stepwise method to synthesize 3-styryl-4-arylcoumarins from simple alkynoates is demonstrated. On the basis of the control experiments, a possible mechanism involving light-driven radical cyclization and Pd-catalysed cross-coupling processes for this synthesis method is proposed...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-05, Vol.17 (18), p.4621-4628
Hauptverfasser: Kong, Hongjun, Li, Qingrui, Yin, Yunnian, Huang, Mengmeng, Kim, Jung Keun, Zhu, Yu, Li, Yabo, Wu, Yangjie
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Sprache:eng
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Zusammenfassung:An efficient one-pot stepwise method to synthesize 3-styryl-4-arylcoumarins from simple alkynoates is demonstrated. On the basis of the control experiments, a possible mechanism involving light-driven radical cyclization and Pd-catalysed cross-coupling processes for this synthesis method is proposed. The results of X-ray analysis and spectroscopy experiments prove that the substituent effect has a significant influence on the absorption and emission properties of the synthesized 3-styryl coumarins.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00421a