Visible light-mediated polychlorination of alkenes via the dichloromethyl radical generated by chloroform and chlorides. Issue 3 (19th January 2022)

• Record Type: Journal Article
• Authors: Wu, Chunying; Hui, Xin; Zhang, Dan; Zhang, Minghui; Zhu, Yunbo; Wang, Sicen
• Is Part Of: Green chemistry. Volume 24:Issue 3(2022)
• Page Start: 1103
• Page End: 1108
• Publication Date: 2022-01-19
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/d1gc04109f
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : A protocol for visible light-mediated selective C–Cl activation of chlorides for the polychlorination of alkenes has been developed. This strategy allows for the installation of multiple chlorine atoms into double bonds under mild conditions. Abstract : We report a novel visible light-mediated protocol for polychlorination of alkenes by employing commercially available bulk chemicals, chloroform and chlorides. This methodology enables the installation of multiple chlorine atoms into alkene feedstocks in a single step and provides the corresponding chloroalkanes in high yields under mild reaction conditions. Additionally, this transformation tolerates a broad substrate scope of substituted olefins, chlorides and pharmaceutical-derived olefins. Initial mechanism studies suggest that a radical-polar crossover mechanism is primarily involved.