Visible light-driven fluoroalkylthiocyanation of alkenes via electron donor–acceptor complexes

Abstract

We here report a novel strategy for the visible-light-induced fluoroalkylthiocyanation of alkenes under photocatalyst-free condition. The primary mechanism studies indicated that, in this reaction, an intriguing photochemical activity of electron...

Recent advances in visible-light-mediated functionalization of olefins and alkynes using copper catalysts

“…The mechanism involving a radical process is proposed in Scheme Guo and co-workers disclosed visible-light-induced fluoroalkylthiocyanation of alkenes 1 to provide a series of iodoperfluoroalkylation products (Scheme 15). 20 The initial reaction was carried out using para-methylstyrene, 3 equiv. of C 4 F 9 I and 3 equiv.…”

Recent Advances in Mono‐ and Difunctionalization of Unactivated Olefins

“…An efficient strategy for the fluoroalkylthiocyanation of alkenes to afford a series of corresponding products 41 under visible light environment via intermolecular charge transfer between IR f and K 3 PO 4 was developed by Guo and co-workers (Scheme 13). [18] This methodology utilizes the EDA (Electron Donor Acceptor) complex-mediated photoreaction in which PO 4 bring about the formation of EDA complex under photocatalyst-free conditions which offers remarkable advantage. The extensive optimization studies established that the combination of K 3 PO 4 and fluoroalkyl iodides lead to the formation of photoactive EDA complex.…”

“…An efficient strategy for the fluoroalkylthiocyanation of alkenes to afford a series of corresponding products 41 under visible light environment via intermolecular charge transfer between IR f and K 3 PO 4 was developed by Guo and co‐workers (Scheme 13). [18] …”

Thio(seleno)cyano-difluoroalkylation of Alkenes Using Visible-Light Photocatalysis

“…7,8 Fluoroalkylation with various types of functionalization of alkenes, such as alkylation, 9 hydroxylation, 9−11 azidation, 9,12 halogenation, 13−15 and arylation, 16 has been developed by using photoredox chemistry, but selenocyanation has not yet been reported. 17 To the best of our knowledge, only a limited number of transition-metal-catalyzed synthetic methods progressing to fluoroalkylation−thio(seleno)cyanation have been reported. The synthesis of thio-and seleno-organic molecules as potential therapeutic agents for the treatment of a range of diseases has attracted more attention due to their bioactivities, 18−21 such as anticancer, antiviral, and antifungal activities.…”