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Inspired by the chemistry and biology of chromone and oxindole derivatives, herein we report the first example of thermal-mediated [1,3]-hydrogen transfer as the key step for the efficient synthesis of oxindole–chromone hybrid collections 2, which avoids additional catalyst and solvent conditions. All the oxindole–chromones 2 are smoothly obtained in >99% yields in all cases, avoiding column chromatography purification. In particular, the products 2 can act as potential synthons for further elaboration in structural diversity, which might be valuable in organic and medicinal chemistry.

Graphical abstract: Thermal-mediated [1,3]-hydrogen transfer as the key step: access to oxindole–chromone hybrid collection with structural diversity

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