153850-88-5Relevant articles and documents
Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone
Bracher, Franz,Jourjine, Ilya A. P.,Krau?, Jürgen,Zeisel, Lukas
, p. 2668 - 2679 (2021/11/30)
Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.
Synthesis of phenanthridines through iodine-supported intramolecular C-H amination and oxidation under visible light
Chen, Xuenian,Ma, Yan-Na,Gao, Yan,Jing, Yi,Li, Lixin,Zhang, Jie
, p. 12187 - 12198 (2020/11/10)
Herein, we report a metal-free and step-economic synthesis of phenanthridines from 2-biarylmethanamines under mild conditions. The reaction involves iodine-supported intramolecular C-H amination and oxidation of 5,6-dihydrophenanthridine under air and benign visible light. The mechanism study reveals that visible light plays a key role in both these steps.