Work

NaIO 4 ‐Mediated Tandem Oxidative Annulation of Aryl Isocyanides With 2‐Alkynylanilines: Access to Indolo[2,3‐ b ]quinolines

Year: 2026

Type: article

Abstract: A NaIO 4 ‐mediated oxidative tandem annulation of aryl isocyanides with 2‐alkynylanilines has been developed for the efficient construction of the indolo[2,3‐ b ]quinoline scaffold. Under metal‐free conditions in an EtOH/H 2 O solvent system at room temperature, a series of desired products were obtained in moderate to good yields, with the highest yield reaching 92%, and the reaction exhibited good functional‐group tolerance. Gram‐scale synthesis also proceeded smoothly to afford the product in 86% yield without the need for column chromatographic purification. Preliminary biological evaluation revealed that representative compound 3o showed an inhibitory effect on HCT116 cell proliferation. The transformation is proposed to proceed through a carbodiimide‐related pathway.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.70904

Authors: Chengjie Feng, Zhansong Zhang, Yuxin Zhang, Pengyu Guo, Ling Pan, Yifei Li

Institutions: Northeast Agricultural University, Northeast Normal University

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Northeast Normal University, Education Department of Jilin Province, Fundamental Research Funds for the Central Universities, Division of Graduate Education

Awards: G2303036745, G3446322717, G5150776261