10552-65-5Relevant articles and documents
α-Amidation of cyclic ethers catalyzed by simple copper salt and a mild and efficient preparation method for α,ω-amino alcohols
He, Ling,Yu, Jing,Zhang, Ji,Yu, Xiao-Qi
, p. 2277 - 2280 (2007)
Copper(II) trifluoromethanesulfonate catalyzed the amidation of cyclic ethers with iminoiodanes under mild conditions (CH2Cl2, 40°C) with good yields (up to 86% based on 97% conversion) and selectivity (only α-amino products were fou
Iminoiodane- and Br?nsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds
Tejo, Ciputra,Sim, Xiao Rong,Lee, Bo Ra,Ayers, Benjamin James,Leung, Chung-Hang,Ma, Dik-Lung,Chan, Philip Wai Hong
, p. 13336 - 13353 (2015)
A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Br?nsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps.
Facile amine formation by intermolecular catalytic amidation of carbon-hydrogen bonds
Fructos, Manuel R.,Trofimenko, Swiatoslaw,Mar Diaz-Requejo,Perez, Pedro J.
, p. 11784 - 11791 (2006)
A simple copper-based catalytic system has been developed for the carbon-hydrogen amidation reaction. The copper-homoscorpionate complex Tp Br3Cu(NCMe) catalyzes the transfer of the nitrene unit NTs (Ts = p-toluenesulfonyl) and its subsequent insertion into the sp3 C-H bonds of alkyl aromatic and cyclic ethers or the sp2 C-H bonds of benzene using PhI=NTs as the nitrene source, affording the corresponding trisubstitued NR1HTs amines in moderate to high yields. The use of the environmentally friendly chloramine-T has also proven effective, with the advantage that sodium chloride is formed as the only byproduct. A tandem, one-pot consecutive nitrene-carbene insertion system has been developed to yield amino acid derivatives.
Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis
Miller, Eric M.,Walczak, MacIej A.
, p. 8230 - 8239 (2020/07/15)
A protocol for the acetalization of boronic esters is described. The reaction is catalyzed by copper, and the conditions proved to be mild and were amenable to a variety of functional groups. We expanded the Chan-Lam coupling to include C(sp3) nucleophiles and converted them into corresponding acetals. This method allows for the orthogonal acetalization of substrates with reactive, acid-sensitive functional groups.