期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 2, 页码 592-595出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja511352u
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资金
- NSF [CHE-1213409]
- Direct For Mathematical & Physical Scien [1213409] Funding Source: National Science Foundation
- Division Of Chemistry [1213409] Funding Source: National Science Foundation
A method for the iridium-catalyzed silylation of aryl C-H bonds is described. The reaction of HSiMe(OSiMe3)(2) with arenes and heteroarenes catalyzed by the combination of [Ir(cod)(OMe)](2) and 2,4,7-trimethylphenanthroline occurs with the aromatic compound as the limiting reagent and with high levels of sterically derived regioselectivity. This new catalytic system occurs with a much higher tolerance for functional groups than the previously reported rhodium-catalyzed silylation of aryl C-H bonds and occurs with a wide range of heteroarenes. The silylarene products are suitable for further transformations, such as oxidation, halogenation, and cross-coupling. Late-stage functionalization of complex pharmaceutical compounds was demonstrated.
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