Issue 36, 2019

Palladium-catalyzed cascade reactions of alkene-tethered carbamoyl chlorides with N-tosyl hydrazones: synthesis of alkene-functionalized oxindoles

Abstract

A palladium-catalyzed cascade reaction of alkene-tethered carbamoyl chlorides with N-tosyl hydrazones is described. It provided a new way to synthesize various alkene-functionalized oxindoles bearing an all-carbon quaternary center. The olefin moieties could serve as versatile handles for further elaboration. This transformation was highly efficient and showed good functional group tolerance.

Graphical abstract: Palladium-catalyzed cascade reactions of alkene-tethered carbamoyl chlorides with N-tosyl hydrazones: synthesis of alkene-functionalized oxindoles

Supplementary files

Article information

Article type
Communication
Submitted
29 Jul 2019
Accepted
22 Aug 2019
First published
22 Aug 2019

Org. Biomol. Chem., 2019,17, 8358-8363

Palladium-catalyzed cascade reactions of alkene-tethered carbamoyl chlorides with N-tosyl hydrazones: synthesis of alkene-functionalized oxindoles

W. Sun, C. Chen, Y. Qi, J. Zhao, Y. Bao and B. Zhu, Org. Biomol. Chem., 2019, 17, 8358 DOI: 10.1039/C9OB01672D

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