Issue 20, 2023

Base-promoted selective C2–N1 ring-expansion reaction of indolones toward substituted quinolines

Abstract

A base-promoted selective C2–N1 ring-expansion reaction of indolones toward substituted quinolines under mild conditions has been developed. This is the first example of a transition-metal free ring-expansion reaction of indolones via the selective insertion of alkynoates into the C2–N1 bond. The process achieved the cleavage of one C–N bond and three C–C bonds, and the formation of one C–N and three C–C bonds in one step.

Graphical abstract: Base-promoted selective C2–N1 ring-expansion reaction of indolones toward substituted quinolines

Supplementary files

Article information

Article type
Research Article
Submitted
02 Jun 2023
Accepted
02 Sep 2023
First published
05 Sep 2023

Org. Chem. Front., 2023,10, 5205-5209

Base-promoted selective C2–N1 ring-expansion reaction of indolones toward substituted quinolines

Q. Kang, M. Wang, Z. Wang, L. Cheng, Y. Zhu, C. Wang and Y. Li, Org. Chem. Front., 2023, 10, 5205 DOI: 10.1039/D3QO00818E

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