Iodine catalyzed reduction of quinolines under mild reaction conditions

Chun-Hua Yang; Xixi Chen; Huimin Li; Wenbo Wei; Zhantao Yang; Junbiao Chang

doi:10.1039/c8cc04262d

Iodine catalyzed reduction of quinolines under mild reaction conditions

Chem Commun (Camb). 2018 Aug 11;54(62):8622-8625. doi: 10.1039/c8cc04262d. Epub 2018 Jul 18.

Authors

Chun-Hua Yang¹, Xixi Chen¹, Huimin Li¹, Wenbo Wei¹, Zhantao Yang², Junbiao Chang³

Affiliations

¹ Henan Province Key Laboratory of New Opto-electronic Functional Materials, College of Chemistry and Chemical Engineering, Anyang Normal University, 436 Xian'ge Road, Anyang 455000, P. R. China. zhantaoyang@163.com.
² Henan Province Key Laboratory of New Opto-electronic Functional Materials, College of Chemistry and Chemical Engineering, Anyang Normal University, 436 Xian'ge Road, Anyang 455000, P. R. China. zhantaoyang@163.com and School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, Henan 450001, P. R. China. changjunbiao@zzu.edu.cn.
³ School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, Henan 450001, P. R. China. changjunbiao@zzu.edu.cn.

PMID: 30019712
DOI: 10.1039/c8cc04262d

Abstract

A reduction of quinolines to synthetically versatile tetrahydroquinoline molecules with I₂ and HBpin is described. In the presence of iodine (20 mol%) as a catalyst, reduction of quinolines and other N-heteroarenes proceeded readily with hydroboranes as the reducing reagents. The broad functional-group tolerance, good yields and mild reaction conditions imply high practical utility.