Photoredox-Catalyzed Chlorotrifluoromethylation of Arylallenes: Synthesis of a Trifluoromethyl Building Block

Olga A Storozhenko; Alexey A Festa; Valeria A Zolotareva; Victor B Rybakov; Alexey V Varlamov; Leonid G Voskressensky

doi:10.1021/acs.orglett.2c04214

Photoredox-Catalyzed Chlorotrifluoromethylation of Arylallenes: Synthesis of a Trifluoromethyl Building Block

Org Lett. 2023 Jan 20;25(2):438-442. doi: 10.1021/acs.orglett.2c04214. Epub 2023 Jan 10.

Authors

Olga A Storozhenko¹, Alexey A Festa¹, Valeria A Zolotareva¹, Victor B Rybakov², Alexey V Varlamov¹, Leonid G Voskressensky¹

Affiliations

¹ Organic Chemistry Department, Science Faculty, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, 117198 Moscow, Russia.
² Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, 119991 Moscow, Russia.

PMID: 36625635
DOI: 10.1021/acs.orglett.2c04214

Abstract

A new class of trifluoromethyl building blocks─2-trifluoromethyl allyl chlorides─have been obtained through a photoredox-catalyzed chlorotrifluoromethylation of aryl allenes. The reaction proceeded in a regio- and stereoselective manner. A trifluoromethylated analog of the flunarizine drug was synthesized.