交叉偶联反应
两个分子片段在金属催化剂的协助下结合在一起时,就会发生有机合成中的交叉偶联反应。自Heck,Negishi和Suzuki开创性的工作起,在过去30年,交叉偶联一直是催化合成化学中非常重要的一类的反应,而Heck,Negishi和Suzuki也因钯催化的交叉偶联反应获得2010年诺贝尔化学奖。交叉偶联反应作为有机合成中通用和高效的化学成键方法之一,到目前为止已经发展的非常成熟,两个分子片段可以借助合适的催化体系发生偶联。随着交叉偶联反应使用频率的成倍增长,该领域已涵盖众多C-C键、C-N键和C-O键形成的策略,包括以下关键反应:
- Buchwald-Hartwig胺化反应是芳基(拟)卤化物和胺的交叉偶联,是各学科化学家非常常用的一类反应。
- Heck偶联是通过不饱和卤化物与烯烃发生交叉偶联反应,从而制备取代的烯烃。
- Negishi偶联是通过芳基(拟)卤化物和有机锌亲核试剂发生交叉偶联,形成C-C键。
- Sonogashira偶联是通过芳基(拟)卤化物与末端炔烃发生交叉偶联,从而合成二取代炔烃。
- Stille偶联是通过芳基(拟)卤化物和有机锡试剂发生交叉偶联,是C-C键形成的一类官能化反应,对R-基团的限制很少。
- Suzuki-Miyaura偶联是通过芳基(拟)卤化物和有机硼酸盐发生交叉偶联,是形成C-C键的常用反应。
相关技术文章
- G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.
- MIDA-protected boronate esters are easily handled, indefinitely bench-top stable under air, compatible with chromatography, and unreactive under standard anhydrous cross-coupling conditions, even at temperatures up to 80 °C.
- Lipshutz and co-workers have recently developed a second generation technology to their original PTS-enabling surfactant based on the polyoxyethanyl-α-tocopheryl succinate derivative, TPGS-750-M.
- C2-symmetric chiral bisoxazolines (BOX) are privileged structures because they promote a great number of transformations with unprecedented selectivity.1
- 查看完整内容 (105)
相关实验方案
- TPGS-750-M, a second generation surfactant, may be used in the Buchwald-Hartwig Amination Reaction in Water at Room Temperature.
- Protocol for the KitAlysis™ Buchwald-Hartwig Amination Reaction Screening Kit
- Solutions & slurries to make: Go to the online user set-up page to enter molecular weights into the downloadable excel file.
- TPGS-750-M, a second generation surfactant, may be used for Suzuki-Miyaura Reactions in Water at Room Temperature
- Information on the Amide bond and the Catalytic Amide Bond Formation Protocol. Amidation of amines and alcohols. The amide bond, an important linkage in organic chemistry, is a key functional group in peptides, polymers, and many natural products and pharmaceuticals.
- 查看完整内容 (9)
登录以继续。
如要继续阅读,请登录或创建帐户。
暂无帐户?