92208-11-2Relevant articles and documents
Nickel-Catalyzed Reductive Cleavage of Carbon-Oxygen Bonds in Anisole Derivatives Using Diisopropylaminoborane
Igarashi, Takuya,Haito, Akira,Chatani, Naoto,Tobisu, Mamoru
, p. 7475 - 7483 (2018)
The catalytic removal of a methoxy group on an aromatic ring allows this group to be used as a traceless activating and directing group for aromatic functionalization reactions. Although several catalytic methods for the reductive cleavage of anisole derivatives have been reported, all are applicable only to π-extended aryl ethers, such as naphthyl and biphenyl ethers, while monocyclic aryl ethers cannot be reduced. Herein, we report a nickel-catalyzed reductive cleavage reaction of C-O bonds in aryl ethers using diisopropylaminoborane as the reducing agent. Unlike previously reported methods, this reducing reagent allows effective C-O bond reduction in a much wider range of aryl ether substrates, including monocyclic and heterocyclic ethers bearing various functional groups.
SYNTHESIS OF DIMETHYL ACETALS, DIETHYL ACETALS, AND CYCLIC ACETALS CATALYZED BY AMINOPROPYLATED SILICA GEL HYDROCHLORIDE (APSG*HCl)
Gasparrini, F.,Giovannoli, M.,Misiti, D.,Palmieri, G.
, p. 1491 - 1500 (2007/10/02)
The aminopropylated Silica-Gel hydrochloride (APSG*HCl) proved to be an efficient catalyst for the rapid conversion of carbonyl compounds in the corresponding acetals with high yields and in mild and selective conditions.In addition to the obvious advantages offered by heterogeneous catalysis, the present method results very useful when the presence of a weakly-acidic function chemically bonded on the catalyst surface (alkyl ammonium salt) is necessary (compounds which contains functions unstable in acidic media).
