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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Photochemical Aminochlorination of Alkenes without the Use of an External Catalyst
Constantinos T Constantinou1, Petros L Gkizis1, Olga Thomais G Lagopanagiotopoulou1
1Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, 15771, Panepistimiopolis, Athens, Greece.
Abstract:
The 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.
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