90449-93-7Relevant academic research and scientific papers
A Copper (II) Acetate Mediated Oxidative-Coupling of Styrenes and Ethers Through an Unactivated C(sp3)?H Bond Functionalization
Yan, Zhan,Wang, Nai-Xing,Gao, Xue-Wang,Li, Jian-Li,Wu, Yue-Hua,Zhang, Tong,Chen, Shi-Lu,Xing, Yalan
, p. 1007 - 1011 (2019)
A Copper (II) Acetate Mediated Oxidative Coupling of Styrenes and Ethers Through an Unactivated C(sp3)?H Bond Functionalization. A functionalization of unactivated C(sp3)-H bond of ethers with styrenes was described. This C?C bond formation has been developed using t-butyl hydroperoxide (TBHP) as a radical initiator and DBU as an additive agent. Typical ethers underwent a free-radical addition of styrenes to give direct difunctionalization products with excellent regioselectivity and efficiency. This reaction features good yields and functional group compatibility with simple operation and mild conditions. A plausible reaction mechanism has been proposed. DFT simulation and theory calculation also provided important evidence for the proposed free-radical mechanism. (Figure presented.).
C(sp3)–H bond functionalization of non-cyclic ethers by decarboxylative oxidative coupling with α,β-unsaturated carboxylic acids
Zhang, Tong,Lan, Xing-Wang,Zhou, Yu-Qiang,Wang, Nai-Xing,Wu, Yue-Hua,Xing, Yalan,Wen, Jia-Long
, p. 180 - 183 (2017/11/27)
A copper-catalyzed decarboxylative oxidative coupling of α,β-unsaturated carboxylic acids with non-cyclic ethers is developed. This method provides a new approach for C(sp3)–H bond functionalization of non-cyclic ethers. Mechanism study shows the reaction involves a radical process.
Oxa-Michael addition promoted by the aqueous sodium carbonate
Guo, Shi-Huan,Xing, Sheng-Zhu,Mao, Shuai,Gao, Ya-Ru,Chen, Wen-Liang,Wang, Yong-Qiang
supporting information, p. 6718 - 6720 (2014/12/11)
An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.
Unveiling the reactivity of propargylic hydroperoxides under gold catalysis
Alcaide, Benito,Almendros, Pedro,Quiros, M. Teresa,Lopez, Ramon,Menendez, Maria I.,Sochacka-Cwikla, Aleksandra
, p. 898 - 905 (2013/03/14)
Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ke
Synthesis of functionalized cyclotriveratrylene analogues with C 1-symmetry and the application for 1,4-Michael addition of alcohols to unsaturated aryl ketone
Song, Jing-Ru,Huang, Zhi-Tang,Zheng, Qi-Yu
, p. 7308 - 7313 (2013/08/23)
C1-symmetric cyclotriveratrylene analogues 2-8 with various functional groups at one benzene moiety were prepared starting from the selectively demethylated compound 1. Through the chemical resolution, a pair of enantiomers of C1-sym
One-pot enol silane formation-Mukaiyama aldol-type addition to dimethyl acetals mediated by TMSOTf
Downey, C. Wade,Johnson, Miles W.,Tracy, Kathryn J.
, p. 3299 - 3302 (2008/09/19)
(Chemical Equation Presented) Various ketones, esters, amides, and thioesters add in high yield to dimethyl acetals in the presence of silyl trifluoromethanesulfonates and an amine base. Acetals derived from aryl, unsaturated, and aliphatic aldehydes are
Bismuth(III) Triflate: A Water-Stable Equivalent of Trimethylsilyl Triflate for the Catalysis of Mukaiyama Aldol Reactions
Roux, C. Le,Ciliberti, L.,Laurent-Robert, H.,Laporterie, A.,Dubac, J.
, p. 1249 - 1251 (2007/10/03)
Bismuth tris-trifluoromethanesulfonate (1) has been found to be an efficient catalyst for the Mukaiyama aldol-type reactions.The catalytic activity of this catalyst is higher than the one previously reported for the rare earth triflates M(OTf)3 (M = Sc, L
New Effective Catalysts for Mukaiyama-Aldol and -Michael Reactions: BiCl3 - Metallic Iodide Systems
Roux, Christophe Le,Gaspard-Iloughmane, Hafida,Dubac, Jacques,Jaud, Joel,Vignaux, Pierre
, p. 1835 - 1839 (2007/10/02)
Metallic iodide-activated bismuth(III) chloride efficiently catalyzes the Mukaiyama-Aldol and -Michael reactions.Some examples of reactions of silyl enol ethers derived from acetophenone and cyclohexanone (1 and 2, respectively) with aldehydes, ketones, a
Bismuth Trichloride as a New Efficient Catalyst in the Aldol Reaction and the Michael Reaction
Wada, Makoto,Takeichi, Eiji,Matsumoto, Takashi
, p. 990 - 994 (2007/10/02)
In the presence of a catalytic amount of bismuth(III) trichloride (5 mol percent), silyl enol ethers react with aldehydes at room temperature in dichloromethane to give the corresponding aldols in good yields.Silyl enol ethers also have been found to reac
BISMUTH TRICHLORIDE AS A NEW EFFICIENT CATALYST IN THE ALDOL REACTION
Ohki, Hidenori,Wada, Makoto,Akiba, Kin-ya
, p. 4719 - 4722 (2007/10/02)
In the presence of a catalytic amount of bismuth trichloride (5 molpercent), silyl enol ethers react with aldehydes at room temperature to give the corresponding aldols in good yields.
