Issue 10, 2021

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

Abstract

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
07 Feb 2021
Accepted
07 Mar 2021
First published
10 Mar 2021

Org. Chem. Front., 2021,8, 2250-2255

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

C. Chen, W. Sun, L. Liu, J. Zhao, Y. Huang, X. Shi, J. Ding, D. Jiao and B. Zhu, Org. Chem. Front., 2021, 8, 2250 DOI: 10.1039/D1QO00221J

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