applied to this chemistry and produce more complex alkyl iodides. An iron-catalyzed carboiodination of alkynes with alkyl iodides at room temperature was developed. This method could provide synthetically useful vinyl iodides with general alkyl chains, fluoroalkyl group, ester, and cyano group. Conjugated alkynes or unconjugated alkynes were both suitable for this transformation. A radical pathway was
Visible-Light-Mediated Iodoperfluoroalkylation of Alkenes in Flow and Its Application to the Synthesis of a Key Fulvestrant Intermediate
作者:Cristian Rosso、Jason D. Williams、Giacomo Filippini、Maurizio Prato、C. Oliver Kappe
DOI:10.1021/acs.orglett.9b01992
日期:2019.7.5
efficient continuousflow iodoperfluoroalkylation methods are described: using 0.05 mol % perylene diimide (PDI) photocatalyst under 450 nm irradiation or substoichiometric triethylamine under 405 nm irradiation. These methods enable dramatically elevated productivity versus batch processes. The triethylamine-mediated method is explored mechanistically and in substrate scope. The gram-scale synthesis of an