Vinyl Nosylates: An Ideal Partner for Palladium-Catalyzed Cross-Coupling Reactions
Vinyl Nosylates: An Ideal Partner for Palladium-Catalyzed Cross-Coupling Reactions
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DOI：
10.1002/chem.201300127
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发表时间：
2013-07-01
影响因子：
4.3
通讯作者：
Pale, Patrick
中科院分区：
文献类型：
--
作者：
Cheval, Nicolas P.;Dikova, Anna;Pale, Patrick
急着离开！硝基苯磺酸酯在各种钯催化的交叉偶联反应中作为优异的离去基团，例如Suzuki、Stille、Heck和Sonogashira反应（参见方案）。结晶的，稳定的，廉价的乙烯基和芳基nosylates证明优于经典的卤化物和三氟甲磺酸酯，始终给出较高的耦合产品的收率。它们在C → C键形成中的有用性也通过生物碱杜巴明的快速合成得到了证明。
In a hurry to leave! Nosylates act as an excellent leaving group in various palladium‐catalyzed cross‐couplings, such as Suzuki, Stille, Heck, and Sonogashira reactions (see scheme). Crystalline, stable, and cheap vinyl and aryl nosylates proved better than classical halides and triflates, consistently giving higher yields of coupling products. Their usefulness in C C bond formation was also demonstrated by the rapid synthesis of the alkaloid dubamine.