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CC BY 4.0 · SynOpen 2023; 07(02): 154-160
DOI: 10.1055/s-0042-1751451
DOI: 10.1055/s-0042-1751451
letter
Highly Efficient Synthesis of 3,3-Disubstituted Oxindoles through Direct Oxidative Alkylarylation of N-Arylacrylamides with Simple Alkanes
We gratefully acknowledge the Basic Public Welfare Research Program of Zhejiang Province (LGJ22B020001) for generous financial support.
Abstract
A direct oxidative alkylarylation reaction of N-arylacrylamides with simple alkanes for the synthesis of 3,3-disubstituted oxindoles under metal-free conditions was demonstrated. By using PhI(OAc)2 [(diacetoxy)iodobenzene] as an oxidant, a series of 3,3-disubstituted oxindoles bearing different aryl or alkyl substituents were generated in moderate to excellent chemical yields via a radical-initiated alkylation/cyclization process. The reported method features good functional group tolerance and wide substrate range, and provides an effective method for the preparation of various alkyl substituted 3,3-disubstituted oxindoles.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751451.
- Supporting Information
Publikationsverlauf
Eingereicht: 26. Januar 2023
Angenommen nach Revision: 20. April 2023
Artikel online veröffentlicht:
08. Mai 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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