The Pd(II)-catalyzed cascade reactions of 2-(cyanomethoxy)chalcones with arylboronic acids were demonstrated, allowing the rapid construction of benzofuro[2,3- c ]pyridine skeletons with excellent selectivity. These transformations involve the domino-style formation of C–C/C–C/C–N bonds through nitrile carbopalladation, intramolecular Michael addition, cyclization, and aromatization. This chemistry allows for the reactions of 2-(cyanomethoxy)chalcones with thiophen-3-ylboronic acid, providing 3-aryl-1-(thiophen-3-yl)benzofuro[2,3- c ]pyridines in moderate to good yields. In addition, the resulting products represent a new class of emissive fluorophores.
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Xiong et al. (2019) studied this question.
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