10552-65-5Relevant academic research and scientific papers
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
A Metal–Organic Framework with Exceptional Activity for C?H Bond Amination
Wang, Le,Agnew, Douglas W.,Yu, Xiao,Figueroa, Joshua S.,Cohen, Seth M.
, p. 511 - 515 (2018)
The development of catalysts capable of fast, robust C?H bond amination under mild conditions is an unrealized goal despite substantial progress in the field of C?H activation in recent years. A Mn-based metal–organic framework (CPF-5) is described that promotes the direct amination of C?H bonds with exceptional activity. CPF-5 is capable of functionalizing C?H bonds in an intermolecular fashion with unrivaled catalytic stability producing >105 turnovers.
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.
Metal-Free Amidation of Ethers with N, N -Dibromosulfonamides
Wang, Yuan-Yuan,Sun, Ming-Hui,Zeng, Ning-Ning,Chen, Jie,Zhou, Ling
, p. 1438 - 1442 (2016)
A new metal-free amidation of ethers with N,N-dibromosulfonamides has been developed. A series of hemiaminal ethers or imines were prepared with moderate to good yields.
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.
Iron-catalyzed efficient intermolecular amination of C(sp3)-H bonds with bromamine-T as nitrene source
Wang, Haiyu,Li, Yuxi,Wang, Zhiming,Lou, Jun,Xiao, Yuling,Qiu, Guofu,Hu, Xianming,Altenbach, Hans-Josef,Liu, Peng
, p. 25287 - 25290 (2014)
[Fe(N4Py)(CH3CN)](ClO4)2 can efficiently catalyze intermolecular nitrene insertion of sp3 C-H bonds with bromamine-T as the nitrene source, forming the desired tosylprotected amines with NaBr as the by-product.
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.
Syntheses of a novel fluorinated trisphosphinoborate ligand and its copper and silver complexes. Catalytic activity toward nitrene transfer reactions
Arenas, Ismael,Fuentes, M. Angeles,Alvarez, Eleuterio,Diaz, Yolanda,Caballero, Ana,Castillon, Sergio,Perez, Pedro J.
, p. 3991 - 3999 (2014/05/06)
A novel fluorinated ligand, the anionic PhB(CH2P(p-CF 3C6H4)2)3 (PhBP 3 p-CF3Ph), has been synthesized and characterized, as well as its corresponding thallium, copper
FeCl3-catalyzed addition of nitrogen and 1,3-dicarbonyl nucleophiles to olefins
Zotto, Christophe Dal,Michaux, Julien,Zarate-Ruiz, Araceli,Gayon, Eric,Virieux, David,Campagne, Jean-Marc,Terrasson, Vincent,Pieters, Grégory,Gaucher, Anne,Prim, Damien
experimental part, p. 296 - 304 (2011/02/17)
A direct intermolecular addition of nitrogen and 1,3-dicarbonyl nucleophiles to stabilized double bonds (styrenes, 1,3-dienes, enol-ethers, sugars.) in the presence of green and inexpensive FeCl3 catalyst is described.
