Synthesis of Dihydrochromeno[2,3- b]indoles via an Fe(OTf)3-Catalyzed Cascade Reaction

Xi Xiao; Xiaobiao Lu; Ming Zhang; Haoqing Hou; Changfeng Wan; Jinbiao Liu

doi:10.1021/acs.joc.1c02006

Synthesis of Dihydrochromeno[2,3- b]indoles via an Fe(OTf)₃-Catalyzed Cascade Reaction

J Org Chem. 2021 Dec 3;86(23):16795-16805. doi: 10.1021/acs.joc.1c02006. Epub 2021 Nov 11.

Authors

Xi Xiao¹, Xiaobiao Lu¹, Ming Zhang¹, Haoqing Hou¹, Changfeng Wan¹, Jinbiao Liu²

Affiliations

¹ College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China.
² College of Chemistry and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, China.

PMID: 34763424
DOI: 10.1021/acs.joc.1c02006

Abstract

A tandem cyclization between 2-(2-aminophenyl)acetonitriles and 2-(hydroxy(aryl)methyl)phenols for the preparation of dihydrochromeno[2,3-b]indole derivatives was successfully developed. The transformation proceeded smoothly in the presence of a catalytic environmentally benign iron salt, and various multisubstituted dihydrochromeno[2,3-b]indoles were synthesized in moderate to high yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Cyclization
Indoles*

Substances

Indoles