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Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides

Can Jin*, Xun Zhang, Bin Sun*, Zhiyang Yan, Tengwei Xu

*Zhejiang University of Technology, Hangzhou 310014, P. R. of China, Email: jincanzjut.edu.cn, sunbinzjut.edu.cn

C. Jin, X. Zhang, B. Sun, Z. Yan, T. Xu, Synlett, 2019, 30, 1585-1591.

DOI: 10.1055/s-0037-1611864 (free Supporting Information)



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Abstract

A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones provides α-alkylated coumarins and β-alkylated chromones containing a wide scope of functional groups in good yields. The reaction proceeds smoothly without adding any ligand or additive and offers high regioselectivity, readily available starting materials, and operational simplicity.

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Visible-Light-Induced Regioselective Alkylation of Coumarins via Decarboxylative Coupling with N-Hydroxyphthalimide Esters

C. Jin, Z. Yan, B. Sun, J. Yang, Org. Lett., 2019, 21, 2064-2068.


Key Words

coumarins, chromones, C-C bond, iron-catalyzed, decarboxylation


ID: J72-Y2019