Palladium-catalyzed Hiyama cross-couplings of pyrimidin-2-yl tosylates with organosilanes

Hai-Peng Gong, Zhengjun Quan, Xi‐Cun Wang
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Abstract

An efficient palladium-catalyzed Hiyama reaction between various pyrimidin-2-yl tosylates with organosilanes has been developed. The use of CuCl with TBAF as additive is essential for promotion of the construction of the carbon–carbon bond. This procedure shows wide functional group tolerance for electrophilic pyrimidin-2-yl tosylates and has been extended to aromatic amino-substituted pyrimidin-2-yl tosylates, affording the desired C2-aryl and alkenyl pyrimidine derivatives in good to excellent yields.
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钯催化的嘧啶-2-酰基苯甲酸酯与有机硅烷的Hiyama交叉偶联
研究了钯催化的各种嘧啶-2-酰基甲苯磺酸酯与有机硅烷之间的高效Hiyama反应。使用含TBAF的CuCl作为添加剂对促进碳-碳键的构建至关重要。该工艺对亲电嘧啶-2-酰基苯甲酸酯具有广泛的官能团耐受性,并已扩展到芳香氨基取代嘧啶-2-酰基苯甲酸酯,以良好的收率提供所需的c2 -芳基和烯基嘧啶衍生物。
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来源期刊
Journal of Chemical Research-s
Journal of Chemical Research-s 化学科学, 有机化学, 有机合成
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审稿时长
1 months
期刊介绍: The Journal of Chemical Research is a peer reviewed journal that publishes full-length review and research papers in all branches of experimental chemistry. The journal fills a niche by also publishing short papers, a format which favours particular types of work, e.g. the scope of new reagents or methodology, and the elucidation of the structure of novel compounds. Though welcome, short papers should not result in fragmentation of publication, they should describe a completed piece of work. The Journal is not intended as a vehicle for preliminary publications. The work must meet all the normal criteria for acceptance as regards scientific standards. Papers that contain extensive biological results or material relating to other areas of science may be diverted to more appropriate specialist journals. Areas of coverage include: Organic Chemistry; Inorganic Chemistry; Materials Chemistry; Crystallography; Computational Chemistry.
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