4.7 Article

Palladium-catalyzed domino Heck-disilylation and Heck-monosilylation of alkene-tethered carbamoyl chlorides: synthesis of versatile silylated oxindoles

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ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 10, 页码 2250-2255

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00221j

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This study reported the efficient palladium-catalyzed domino Heck-silylation of alkene-tethered carbamoyl chlorides with hexamethyldisilane, yielding various mono- and disilylated oxindoles in moderate to good yields. Importantly, it provided the first palladium-catalyzed methodology for synthesizing diverse disilylated oxindoles at room temperature, surpassing previous methods.
We report efficient palladium-catalyzed domino Heck-silylation of alkene-tethered carbamoyl chlorides with hexamethyldisilane. By using this protocol, a variety of mono- and disilylated oxindoles were obtained in moderate to good yields. Notably, this research provides the first palladium-catalyzed methodology to synthesize diverse disilylated oxindoles at room temperature which is superior to previous methods.

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