Brønsted Acid-Promoted Cyclodimerization of Indolyl Ketones: Construction of Indole Fused-Oxabicyclo[3.3.1]nonane and -Cyclooctatetraene Ring Systems

Lang Zhao; Zhi-Hua Yan; Shuai Tang; Zhong-Lin Wei; Wei-Wei Liao

doi:10.1021/acs.orglett.0c03895

Brønsted Acid-Promoted Cyclodimerization of Indolyl Ketones: Construction of Indole Fused-Oxabicyclo[3.3.1]nonane and -Cyclooctatetraene Ring Systems

Org Lett. 2021 Jan 1;23(1):166-171. doi: 10.1021/acs.orglett.0c03895. Epub 2020 Dec 11.

Authors

Lang Zhao¹, Zhi-Hua Yan¹, Shuai Tang¹, Zhong-Lin Wei¹, Wei-Wei Liao¹

Affiliation

¹ Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China.

PMID: 33306402
DOI: 10.1021/acs.orglett.0c03895

Abstract

A Brønsted acid-promoted cyclodimerization of C(3)-, C(2)-, or N(1)-substituted indole ketone derivatives is described. A wide range of structurally diverse bisindole fused-9-oxabicyclo[3.3.1]nonane and bisindole fused-cyclooctatetraene (COT) derivatives can be prepared in good to high yields with high efficiency.

Publication types

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