68033-00-1Relevant academic research and scientific papers
Metal-Free C-O Bond Functionalization: Catalytic Intramolecular and Intermolecular Benzylation of Arenes
Bering, Luis,Jeyakumar, Kirujan,Antonchick, Andrey P.
supporting information, p. 3911 - 3914 (2018/07/22)
A catalytic, metal-free intramolecular rearrangement of benzyl phenyl ethers using nitrosonium salt as a catalyst is described. The optimized reaction conditions enabled a catalytic and metal-free Friedel-Crafts alkylation reaction with benzylic alcohols, producing water as the stoichiometric byproduct. A comprehensive scope (>50 examples) for both approaches and application in drug synthesis were demonstrated. Mechanistic studies suggest a Lewis acid-based mechanism for the metal-free Friedel-Crafts reaction.
Re2O7 catalyzed dienone-phenol rearrangement
Xia, Zilei,Hu, Jiadong,Shen, Zhigao,Yao, Qizheng,Xie, Weiqing
, p. 38499 - 38502 (2015/06/24)
The dienone-phenol rearrangement of 4,4-disubstituted cyclohexadienones catalyzed by Re2O7 has been described. Multi-substituted phenols can be efficiently obtained in good to excellent yields by employing this catalytic protocol.
An effective bismuth-catalyzed benzylation of arenes and heteroarenes
Rueping, Magnus,Nachtsheim, Boris J.,Ieawsuwan, Winai
, p. 1033 - 1037 (2007/10/03)
A highly efficient Bi(OTf)3-catalyzed benzylation of arenes and heteroarenes has been developed. The mild reaction conditions, high yields, operational simplicity and practicability, broad scope, and remarkably low catalyst loading render this environment friendly process an attractive approach to diarylmethane derivatives. The extension to an intramolecular variant of this procedure provides a valuable route to substituted fluorenes.
