Issue 44, 2019

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

Abstract

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

Supplementary files

Article information

Article type
Communication
Submitted
09 Oct 2019
Accepted
24 Oct 2019
First published
24 Oct 2019

Org. Biomol. Chem., 2019,17, 9567-9572

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

Y. Gong, S. Xu, X. Liu, Z. Li, X. Liu, Z. Yao and Y. Zhou, Org. Biomol. Chem., 2019, 17, 9567 DOI: 10.1039/C9OB02193K

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