Photochemical Aminochlorination of Alkenes without the Use of an External Catalyst

Abstract

AbstractThe niche field of photochemistry offers opportunities that are not found in “traditional” ground state chemical pathways. Aminochlorinated derivatives are an interesting family of 1,2‐difunctionalised compounds that provide access to a variety of natural products and pharmaceutical active substances. A practical, catalyst‐free chloroamination protocol is described herein, providing access to intermediates of great importance, utilising mild and photochemical reaction conditions (370 nm), where N‐chlorosulfonamides are used as both nitrogen and chlorine sources. A wide variety of olefins, decorated with a plethora of functional groups, was tested providing excellent results (28 examples, 18–88 % yield). Mechanistic studies (UV‐Vis, control experiments and quantum yield measurement) were also performed.