State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Center for Excellence in Molecular Synthesis, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
Org Biomol Chem. 2018 Nov 21;16(45):8700-8703. doi: 10.1039/c8ob02592d.
A direct aminative dearomatization of 2-naphthols was achieved. In the presence of 1 mol% Rh2(esp)2 and 3 equivalents of O-(2,4-dinitrophenyl)hydroxylamine (DPH) as readily available aminating reagents, the reactions of 2-naphthols afforded unprotected α-amino-β-naphthalenones in good yields under mild reaction conditions. The conditions were compatible with gram-scale reaction, and the product could undergo diverse transformations.
实现了 2-萘酚的直接氨基去芳构化。在 1mol% Rh2(esp)2 和 3 当量的 O-(2,4-二硝基苯基)羟胺(DPH)作为易得的胺化试剂存在下,2-萘酚在温和的反应条件下以良好的产率得到未保护的α-氨基-β-萘满酮。该条件与克级反应兼容,并且产物可以进行多种转化。