Air-stable PinP(O)H as preligand for palladium-catalyzed Kumada couplings of unactivated tosylates

Air-stable PinP(O)H as preligand for palladium-catalyzed Kumada couplings of unactivated tosylates
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DOI:
10.1021/ol061116o
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发表时间:
2006-08-03
期刊:
影响因子:
5.2
通讯作者:
Althammer, Andreas
Althammer, Andreas
中科院分区:
化学1区
文献类型:
--
作者:
Ackermann, Lutz;Althammer, Andreas

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空气稳定且易于获取的 PinP(O)H 可实现甲苯磺酸芳基酯的高效钯催化 Kumada 交叉偶联反应。原位生成的催化剂不仅适用于富电子和缺电子的碳环甲苯磺酸盐,也适用于杂环甲苯磺酸盐,例如吡啶和喹啉衍生物。本文描述的结果构成了空气稳定的仲氧化膦作为预配体用于有机金属物质和甲苯磺酸盐之间的过渡金属催化的偶联反应的首次用途。
Air-stable and easily accessible PinP(O)H enables highly efficient palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates. The in situ generated catalyst proved applicable not only to electron-rich and electron-poor carbocyclic tosylates but also to heterocyclic tosylates, such as pyridine and quinoline derivatives. The results described herein constitute the first use of air-stable secondary phosphine oxides as preligands for transition-metal-catalyzed coupling reactions between organometallic species and tosylates.