Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition.

Org Biomol Chem

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. China.

Published: March 2018

A metal-free site-specific C2-hydroxyalkylation of chromones through the Minisci-type reaction using simple alcohols was developed. This transformation proceeds via radical sp C-H activation and subsequent conjugate addition, generating a series of C2-hydroxyalkylated chromanones in moderate to good yields. Besides, ethers were also compatible in this Minisci reaction, leading to corresponding C2 ether-substituted chromanones.

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http://dx.doi.org/10.1039/c8ob00392kDOI Listing

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