Kumada coupling of aryl and vinyl tosylates under mild conditions

Kumada coupling of aryl and vinyl tosylates under mild conditions
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DOI:
10.1021/jo051394l
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发表时间:
2005-11-11
影响因子:
3.6
通讯作者:
Hartwig, JF
Hartwig, JF
中科院分区:
化学2区
文献类型:
--
作者:
Limmert, ME;Roy, AH;Hartwig, JF

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芳基和链烯基甲苯磺酸酯容易制备,价格便宜,因此,对于过渡金属催化的偶联是有吸引力的,但它们的反应性低。我们报告的例子温和的,钯催化偶联的芳基,烯基和烷基格氏试剂与芳基和烯基甲苯磺酸酯。以良好至优异的产率分离所得联芳基化合物、乙烯基芳烃和烷基芳烃。这些偶联是以两种反应物的接近等摩尔比进行的,并且许多实施例是在室温下进行的。
Aryl and alkenyl tosylates are easily prepared, inexpensive and, thus, attractive for transition-metal-catalyzed couplings, but their reactivity is low. We report examples of mild, palladium-catalyzed coupling of aryl, alkenyl, and alkyl Grignard reagents with aryl and alkenyl tosylates. The resulting biaryls, vinylarenes, and alkylarenes were isolated in good to excellent yield. These couplings were conducted with a nearly equimolar ratio of the two reactants, and many examples were conducted at room temperature.