634-42-4Relevant articles and documents
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Church
, p. 324 (1862)
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Silver(I) Promoted the C4-H Bond Phosphonation of 1-Naphthylamine Derivatives with H-Phosphonates
Zhao, Lixiao,Sun, Mengmeng,Yang, Fan,Wu, Yangjie
, p. 11519 - 11530 (2021/09/02)
A simple and efficient protocol for silver-promoted direct C-H phosphonation of 1-naphthylamine derivatives with H-phosphonates was described. This reaction proceeded smoothly for 1-naphthylamine derivatives at the C4 site, providing a facile and efficient route to 4-phosphonated 1-naphthylamine derivatives. This phosphonation could tolerate a diverse type of functional groups at the pyridinyl and naphthyl moieties. Further functionalization of the phosphonated product was also explored at the C2 and C8 sites, such as fluoridation, methylation, methoxylation, and amination. In addition, DFT studies of the reaction intermediate showed that the most electrophilic reactive site is at the C4 site in the naphthyl ring.
Peri -Selective Direct Acylmethylation and Amidation of Naphthalene Derivatives Using Iridium and Rhodium Catalysts
Kona, Chandrababu Naidu,Oku, Rikuto,Nishii, Yuji,Miura, Masahiro
, p. 3126 - 3136 (2021/05/04)
An iridium-catalyzed acylmethylation and a rhodium-catalyzed amidation of naphthalene derivatives are reported, adopting sulfoxonium ylides and dioxazolones as carbene and nitrene transfer agents, respectively. The use of SMe group as a directing group was key to ensure the peri -selective functionalization, and it can be easily removed or diversely transformed to other synthetically useful functionalities after the catalysis.