Litcius/Paper detail

Visible-Light-Induced Stereoselective Radical <i>trans</i>-Iodoalkylation of Terminal Alkyne with Iodoform

Shaoqun Zhu, Lizi Jia, Qi Cheng, Qiu Sun, Xiaoyun Chen, Huaguang Yu, Ying Han, Hong Hou

2024Organic Letters14 citationsDOI

Abstract

-iodoalkylation protocol by using three components of nucleophilic dicarbonyl compounds, iodoform and terminal alkynes. The generation of tertiary carbon radical species under mild reaction conditions allows this radical addition and stereoselective iodine atom transfer sequence with terminal alkyne to access highly synthetic applicable disubstituted vinyl iodide. The synthetic application of the present three-component photochemical protocol was demonstrated by the gram-scale reaction and product derivatization.

Topics & Concepts

ChemistryStereoselectivityAlkyneTerminal (telecommunication)IodoformPhotochemistryPhotochromismStereochemistryCatalysisOrganic chemistryTelecommunicationsComputer scienceRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods