Construction of C(sp2)-C(sp3) Bond between Quinoxalin-2(1H)-ones and N-Hydroxyphthalimide Esters via Photocatalytic Decarboxylative Coupling.

Zhiyang Yan,Bin Sun,Xun Zhang,Xiaohui Zhuang,Jin Yang,W. Su,C. Jin

Published 2019 in Chemistry - An Asian Journal

ABSTRACT

A novel visible-light-driven decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with quinoxalin-2(1H)-ones has been developed. This C(sp2)-C(sp3) bond-forming transformation exhibits excellent substrate generality with respect to both the coupling partners, and of note, a series of 3-primary alkyl substituted quinoxalin-2(1H)-ones that were difficult to synthesize by previous methods could be obtained in moderate to excellent yields. Additionally, the mild conditions, easy availability of substrates, wide functional group tolerance and operational simplicity make this protocol practically in synthesis of 3-alkylated quinoxalin-2(1H)-ones.

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