The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands.
The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands.
复制标题
DOI：
10.1021/ar800148f
复制
发表时间：
2008-11-18
影响因子：
18.3
通讯作者：
Fu, Gregory C.
中科院分区：
文献类型：
--
作者：
Fu, Gregory C.
金属催化的芳基亲电试剂与有机金属化合物和烯烃的偶联反应是形成新的碳-碳键的非常有效的工具。到1998年，研究人员已经开发出催化剂，实现芳基碘，溴和三氟甲磺酸酯的反应。然而，仍然存在许多值得注意的挑战，其中包括：在温和条件下（例如，在室温下）偶联芳基碘，溴和三氟甲磺酸酯;偶联受阻反应伴侣;以及偶联廉价的芳基氯化物。本报告重点介绍了过去十年来在实现这些合成目标方面取得的一些进展，主要是通过适当选择配体取得的进展。特别是，我们已经确定，钯与一个庞大的三烷基膦的组合实现了广泛的耦合过程，包括铃木，斯蒂尔，根岸，和赫克反应。这些方法已被广泛应用于各种环境中，如天然产物合成，材料科学和生物有机化学。
Metal-catalyzed coupling reactions of aryl electrophiles with organometallics and with olefins serve as unusually effective tools for forming new carbon-carbon bonds. By 1998, researchers had developed catalysts that achieved reactions of aryl iodides, bromides, and triflates. Nevertheless, many noteworthy challenges remained, among them: couplings of aryl iodides, bromides, and triflates under mild conditions (at room temperature, for example); couplings of hindered reaction partners; and, couplings of inexpensive aryl chlorides. This Account highlights some of the progress that has been made over the past decade, largely through the appropriate choice of ligand, in achieving these synthetic objectives. In particular, we have established that palladium in combination with a bulky trialkylphosphine accomplishes a broad spectrum of coupling processes, including Suzuki, Stille, Negishi, and Heck reactions. These methods have been applied in a wide array of settings, such as natural-product synthesis, materials science, and bioorganic chemistry.
登录
查看更多内容
影响因子：
15
作者：
Hoic, DA;Davis, WM;Fu, GC
通讯作者：
Fu, GC
影响因子：
15
作者：
Deng, HB;Jung, JK;Hoveyda, AH
通讯作者：
Hoveyda, AH
影响因子：
15
作者：
Dai, CY;Fu, GC
通讯作者：
Fu, GC
影响因子：
3.6
作者：
BURNS, JA;BUTLER, JC;WHITESIDES, GM
通讯作者：
WHITESIDES, GM
影响因子：
15
作者：
Cook, Silas P.;Polara, Alessandra;Danishefsky, Samuel J.
通讯作者：
Danishefsky, Samuel J.