An Efficient Low-Temperature Stille-Migita Cross-Coupling Reaction for Heteroaromatic Compounds by Pd-PEPPSI-IPent
An Efficient Low-Temperature Stille-Migita Cross-Coupling Reaction for Heteroaromatic Compounds by Pd-PEPPSI-IPent
复制标题
DOI：
10.1002/chem.200903337
复制
发表时间：
2010-01-01
影响因子：
4.3
通讯作者：
Organ, Michael G.
中科院分区：
文献类型：
--
作者：
Dowlut, Meenakshi;Mallik, Debasis;Organ, Michael G.
评价了Pd-PEPPSI（吡啶，增强，预催化剂，制备，稳定化和引发）预催化剂在杂芳基锡烷与芳基或杂芳基卤化物之间的Stille-Migita交联反应中的反应性。一般而言，当与Pd-PEPPSI-IPr（IPr =氯异丙基苯基咪唑鎓衍生物）相比时，Pd PEPPSI-IPent（Went =二异丙基苯基咪唑鎓衍生物）表现出对各种具有挑战性的芳基或杂芳基卤化物与噻吩-、呋喃-、吡咯-和噻唑基奥氮烷的高效率。与基于三芳基膦的Pd催化剂相比，该转化在明显较低的温度（30-80 ℃）下进行，从而改善了这种有用的碳-碳键形成过程的范围
The reactivity of Pd-PEPPSI (Pyridine, Enhanced, Precatalyst, Preparation, Stabilization, and Initiation) precatalysts in the Stille-Migita crosscoupling reaction between heteroaryl stannanes and aryl or heteroaryl halides was evaluated. In general, Pd PEPPSI-IPent (Went = dnsopentylphenylimidazolium derivative) demonstrated high efficiency over a variety of challenging aryl or heteroaryl halides with thiophene-, furan-, pyrrole-, and thiazole-based oreanoslanntines when compared with Pd-PEPPSI-IPr (IPr = chisopropylphenyhmidazolium derivative). The transformations proceeded at appreciably lower temperatures (30-80 degrees C) than triarylphosphine-based Pd catalysts, improving the scope of this useful carbon-carbon bond-forming process