80814-89-7Relevant academic research and scientific papers
Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis
Hou, Zhen-Lin,Yang, Fan,Zhou, Zhibing,Ao, Yu-Fei,Yao, Bo
supporting information, p. 4557 - 4561 (2018/11/27)
A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.
Nickel catalyzed dealkoxylative Csp2-Csp3 cross coupling reactions - Stereospecific synthesis of allylsilanes from enol ethers
Guo, Lin,Leiendecker, Matthias,Hsiao, Chien-Chi,Baumann, Christoph,Rueping, Magnus
supporting information, p. 1937 - 1940 (2015/02/05)
The application of cyclic and acyclic enol ethers as electrophiles in cross coupling reactions offers new possibilities for the preparation of functional compounds. A novel nickel catalyzed dealkoxylative cross coupling reaction allows access to structurally diverse allylsilanes and alcohol derivatives with high stereospecificity and in good yields under mild reaction conditions directly from the corresponding enol ethers.
Trifluoromethylation of allylsilanes under copper catalysis
Mizuta, Satoshi,Galicia-Lopez, Oscar,Engle, Keary M.,Verhoog, Stefan,Wheelhouse, Katherine,Rassias, Gerasimos,Gouverneur, Veronique
supporting information; experimental part, p. 8583 - 8587 (2012/08/14)
Branched allylic CF3 products are accessible by copper-catalyzed trifluoromethylation of allylsilanes with the Togni reagent I. The silyl group is critical to control the outcome of this reaction because in its absence, a product of addition be
Copper-catalyzed trifluoromethylation of allylsilanes
Shimizu, Ryo,Egami, Hiromichi,Hamashima, Yoshitaka,Sodeoka, Mikiko
supporting information; experimental part, p. 4577 - 4580 (2012/06/18)
CF3 on Csp3: Trifluoromethylation of allylsilane derivatives was accomplished through the use of CuI and Togni's reagent (1) under mild conditions. The reaction of allylsilanes without a substituent in the 2-position gave vinylsilane derivative
The Effect of the Ring Size of the Dithiolato Leaving Group on the Orientation of β-Elimination in the Nickel-catalysed Alkenation of Cyclic Dithioacetals with Me3SiCH2MgCl
Wong, Ken-Tsung,Ni, Zhi-Jie,Luh, Tien-Yau
, p. 3113 - 3116 (2007/10/02)
The product distribution (allyl- vs. vinyl-silanes) of the reactions of dithioacetals derived from alkyl aryl ketones with Me3SiCH2MgCl surprisingly depends on ring size of the cyclic dithioacetals, the five-membered ring substrates affording allylsilane as the major product while the six-membered analogues yield vinylsilanes predominantly.These results indicate that the leaving group, dithiolato moiety, may remain coordinated to the metal centre during the course of the catalytic process.
