One-pot synthesis of 1-(trifluoromethyl)-4-fluoro-1,2-dihydroisoquinolines and 4,4-difluoro-1,2,3,4-tetrahydroisoquinolines

Qilun Liu; Yichen Wu; Pinhong Chen; Guosheng Liu

doi:10.1021/ol403059z

One-pot synthesis of 1-(trifluoromethyl)-4-fluoro-1,2-dihydroisoquinolines and 4,4-difluoro-1,2,3,4-tetrahydroisoquinolines

Org Lett. 2013 Dec 20;15(24):6210-3. doi: 10.1021/ol403059z. Epub 2013 Nov 21.

Authors

Qilun Liu¹, Yichen Wu, Pinhong Chen, Guosheng Liu

Affiliation

¹ State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.

PMID: 24261675
DOI: 10.1021/ol403059z

Abstract

A cascade approach to 1-(trifluoromethyl)-4-fluoro-1,2-dihydroisoquinolines and 4,4-difluorotetrahydroisoquinolines has been developed. The procedure involves a silver-catalyzed intramolecular aminofluorination of alkyne. This one-pot reaction provides an efficient way to synthesize various fluorinated isoquinolines.

Publication types

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

MeSH terms

Isoquinolines / chemical synthesis*
Isoquinolines / chemistry
Molecular Structure

Substances

Isoquinolines