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Copper-Catalyzed C4-H Regioselective Phosphorylation/Trifluoromethylation of Free 1-Naphthylamines

Author:
Jing, Chunfeng, Chen, Xiaolan, Sun, Kai, Yang, Yongkang, Chen, Tong, Liu, Yan, Qu, Lingbo, Zhao, Yufen, Yu, Bing
Source:
Organic letters 2019 v.21 no.2 pp. 486-489
ISSN:
1523-7052
Subject:
chemical structure, copper, dimethyl sulfoxide, oxides, phosphorylation, regioselectivity
Abstract:
A novel and facile copper-catalyzed synthetic methodology was developed to access a large variety of 4-phosphoryl-substituted 1-naphthylamines by reacting various 1-naphthylamines with different diarylphosphine oxides in the presence of Cu(OAc)₂ and Ag₂CO₃ in one pot under mild reaction conditions. This copper-catalyzed synthetic system was also suitable for being employed to synthesize 4-trifluoromethyl-substituted 1-naphthylamines by reacting various 1-naphthylamines with Togni’s reagent in the presence of CuI and NaOAc in DMSO in one pot under mild reaction conditions.
Agid:
6272292