3 years ago

Direct C–H Cyanoalkylation of Quinoxalin-2(1H)-ones via Radical C–C Bond Cleavage

Direct C–H Cyanoalkylation of Quinoxalin-2(1H)-ones via Radical C–C Bond Cleavage
Li−Na Guo, Xin-Hua Duan, Lin Yang, Pin Gao, Yu-Rui Gu
An efficient synthesis of cyanoalkylated heteroarenes via iron-catalyzed direct C–H cyanoalkylation of heteroarenes has been developed. Structurally diverse cyanoalkyl motifs generated through C–C bond cleavage of cyclobutanone oxime esters have been introduced into quinoxalin-2(1H)-ones, flavone, benzothiazoles, and caffeine in good to excellent yields. Remarkably, less-strained cyclopentanone and unstrained cyclohexanone oxime esters were also amenable substrates in this cyanoalkylation reaction.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03984

DOI: 10.1021/acs.orglett.7b03984

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