1393352-23-2Relevant academic research and scientific papers
Substituted functional olefins through lateral sequential lithiation/silylation/condensation of tertiary aromatic amides: A ligand for phosphane-free palladium-catalyzed Suzuki coupling reactions
Xu, Li-Wen,Chen, Xi-Huai,Shen, Hao,Deng, Yuan,Jiang, Jian-Xiong,Jiang, Kezhi,Lai, Guo-Qiao,Sheng, Chun-Qi
experimental part, p. 290 - 297 (2012/02/16)
An unprecedented lateral sequential lithiation/silylation/condensation of tertiary aromatic amides has been developed that provides an efficient method to build up functional olefins in good yields. In addition, we have established an efficient and simple method that involves UV/Vis, fluorescence, and NMR analyses, to detect the interaction between transition-metal salts and functional olefins containing tertiary amides. This has enabled a highly efficient palladium-catalyzed Suzuki coupling reaction in the presence of tertiary aromatic amide-derived olefin ligands to be developed. The best results were obtained by employing 2 mol-% Pd(OAc)2, 2 equiv. Cs 2CO3, a reaction temperature of 80 °C, dioxane as the solvent, and phosphane-free olefin 2d as ligand. Copyright
Aromatic-amide-derived olefins as a springboard: Isomerization-initiated palladium-catalyzed hydrogenation of olefins and reductive decarbonylation of acyl chlorides with hydrosilane
Bai, Xing-Feng,Xu, Li-Wen,Zheng, Long-Sheng,Jiang, Jian-Xiong,Lai, Guo-Qiao,Shang, Jun-Yan
, p. 8174 - 8179 (2012/08/27)
A highly efficient catalytic protocol for the isomerization of substituted amide-derived olefins is presented that successfully uses a hydride palladium catalyst system generated from [PdCl2(PPh3)2] and HSi(OEt)3. The Z to E isomerization was carried out smoothly and resulted in geometrically pure substituted olefins. Apart from the cis-trans isomerization of double bonds, the selective reduction of terminal olefins and activated alkenes was performed with excellent functional group tolerance in the presence of an amide-derived olefin ligand, and the products were obtained in high isolated yields (up to >99 %). Furthermore, the palladium/hydrosilane system was able to promote the reductive decarbonylation of benzoyl chloride when a (Z)-olefin with an aromatic amide moiety was used as a ligand. Copyright
