Issue 6, 2022

HFIP-mediated three-component imidization of electron-rich arenes with in situ formed spiroindolenines for facile construction of 2-arylspiroindolenines

Abstract

The three-component reaction of o-aminobenzaldehydes with 5-hydroxyindole and electron-rich arenes has been achieved through HFIP-mediated cascade hydride transfer/dearomative cyclization/CDC-type imidization at room temperature under air, providing a variety of 2-arylspiroindolenines carrying diverse functional groups with moderate to good yields. The derivatizations of the products also were conducted to enhance the synthetic practicality of this protocol.

Graphical abstract: HFIP-mediated three-component imidization of electron-rich arenes with in situ formed spiroindolenines for facile construction of 2-arylspiroindolenines

Supplementary files

Article information

Article type
Research Article
Submitted
14 Dec 2021
Accepted
03 Feb 2022
First published
14 Feb 2022

Org. Chem. Front., 2022,9, 1696-1702

HFIP-mediated three-component imidization of electron-rich arenes with in situ formed spiroindolenines for facile construction of 2-arylspiroindolenines

C. Ge, L. Wang, F. Hu, Z. Ding, X. Li, D. Xiao, J. Wang and S. Li, Org. Chem. Front., 2022, 9, 1696 DOI: 10.1039/D1QO01862K

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