Abstract
AbstractA study describing the chemoselective reactivity of 4‐chloro‐3‐(2,2‐dibromovinyl)‐2H‐chromen‐2‐ones with triarylbismuth reagents in the synthesis of 4‐chloro‐3‐(arylethynyl)coumarins under Pd‐catalyzed conditions is presented. A viable Pd‐catalyzed protocol for the chemoselective cross‐coupling reactivity of the 3‐gem‐dibromide in comparison to the 4‐chloro substituent in coumarin substrates is developed. The synthetic scope of 4‐chloro‐3‐(arylethynyl)coumarins with reactive 4‐chloro substituent was further demonstrated in the synthesis of 2‐(arylethynyl)benzofurans, 4‐(N‐heteroaryl)‐3‐(arylethynyl)coumarins, and 4‐methoxy‐3‐(p‐tolylethynyl)coumarin under different reaction conditions.
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