Bifunctional 1,8-Diazabicyclo[5.4.0]undec-7-ene for Visible Light-Induced Heck-Type Perfluoroalkylation of Alkenes

Autor: Lin Tang, Ge Lv, Ya Fu, Xue-Ping Chang, Ruimin Cheng, Lingling Wang, Qiuju Zhou
Rok vydání: 2022
Předmět:
Zdroj: The Journal of Organic Chemistry. 87:14763-14777
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.2c02093
Popis: This article presents simple and efficient 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-promoted Heck-type alkene perfluoroalkylation under visible light irradiation. With DBU as both a halogen bond acceptor and a base, these transformations can smoothly proceed via a radical process in the absence of an additional photocatalyst. The developed protocol employs alkenes and perfluoroalkyl iodides as readily available substrates and ethyl acetate as a green solvent, affording various perfluoroalkylated alkenes in satisfactory yields under mild conditions.
Databáze: OpenAIRE