Electrocatalytic C–H/N–H Coupling of 2′-Aminoacetophenones for the Synthesis of Isatins

2′-Aminoacetophenones undergo a C­(sp3)–H oxidation followed by intramolecular C–N bond formation by virtue of a simple electrochemical oxidation in the presence of n-Bu4NI, providing various isatins with moderate to good yields. The reaction intermediates were detected, and a radical-based pathway...

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Veröffentlicht in:Journal of organic chemistry 2017-06, Vol.82 (12), p.6434-6440
Hauptverfasser: Qian, Peng, Su, Ji-Hu, Wang, Yukang, Bi, Meixiang, Zha, Zhenggen, Wang, Zhiyong
Format: Artikel
Sprache:eng
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Zusammenfassung:2′-Aminoacetophenones undergo a C­(sp3)–H oxidation followed by intramolecular C–N bond formation by virtue of a simple electrochemical oxidation in the presence of n-Bu4NI, providing various isatins with moderate to good yields. The reaction intermediates were detected, and a radical-based pathway was proposed.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b00635