3 years ago

Active sp3 C–H Bond Oxidation Initiated sp3–sp2 Consecutive C–H Functionalization of N-Arylglycine Amides: Construction of Isatins

Active sp3 C–H Bond Oxidation Initiated sp3–sp2 Consecutive C–H Functionalization of N-Arylglycine Amides: Construction of Isatins
Xiaodong Jia, Yu Yuan, Yingzu Zhu, Honghe Ji, Jing Liu, Yu Shao
In the presence of catalytic triarylamine radical cation, an sp3–sp2 consecutive C–H functionalization of N-arylglycine amides was achieved, providing a series of isatin derivatives in high yields. In this transformation, the initial aerobic oxidation of the relatively active sp3 C–H bonds triggered the following intramolecular cyclization, in which the aniline group was employed as a removable auxiliary group to enable the consecutive process.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01480

DOI: 10.1021/acs.joc.7b01480

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