LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

Photoredox-catalyzed halotrifluoromethylations of alkynes with triethylammonium halides: synthesis of tetrasubstituted alkenes containing CF3 and halogens

Photo from academic.microsoft.com

The difunctionalization of alkynes with fluorine and trifluoromethyl groups is enabled by photoredox catalysis under mild reaction conditions. Herein, various alkyne derivatives were converted into difunctionalized alkenes with high functional… Click to show full abstract

The difunctionalization of alkynes with fluorine and trifluoromethyl groups is enabled by photoredox catalysis under mild reaction conditions. Herein, various alkyne derivatives were converted into difunctionalized alkenes with high functional group tolerance using triethylamine trihydrofluoride (Et3N·3HF) and a photoredox catalyst. This method can be extended to the production of chloro- and bromo-trifluoromethylated alkynes with triethylammonium chloride and bromide, respectively. This strategy provides a synthetic platform that can be used to obtain halotrifluoromethylated alkenes, and for the late-stage functionalization of bioactive molecules derived from natural products.

Keywords: triethylammonium; alkynes triethylammonium; triethylammonium halides; halotrifluoromethylations alkynes; catalyzed halotrifluoromethylations; photoredox catalyzed

Journal Title: Organic chemistry frontiers
Year Published: 2020

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.