Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines

Ziqi Yang; Ning Lu; Zhonglin Wei; Jungang Cao; Dapeng Liang; Haifeng Duan; Yingjie Lin

doi:10.1021/acs.joc.6b01781

Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines

J Org Chem. 2016 Dec 2;81(23):11950-11955. doi: 10.1021/acs.joc.6b01781. Epub 2016 Nov 10.

Authors

Ziqi Yang¹, Ning Lu¹, Zhonglin Wei¹, Jungang Cao¹, Dapeng Liang¹, Haifeng Duan¹, Yingjie Lin¹

Affiliation

¹ Department of Organic Chemistry, College of Chemistry, Jilin University , Changchun 130012, P. R. China.

PMID: 27802591
DOI: 10.1021/acs.joc.6b01781

Abstract

We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).

Publication types

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