An efficient method for the synthesis of substituted cyclobutanes from cinnamates, chalcones, and styrenes has been developed utilizing a visible-light triplet sensitisation mode. This reaction provides a diverse range of substituted cyclobutanes in high yields under mild conditions without the need of external additives. Good regioselectivity is obtained due to strong π-π-stacking of arene moieties, whereas diastereoselectivity relies on the electronic effects or ortho-substitution of the arene substrate. The utility of this transformation is demonstrated by the formal synthesis of the lignane natural product (±)-Tanegool.
AbstractThe field of photoredox chemistry is dominated by ruthenium- or iridium based metal complexes or organic dyes that are employed as catalysts. Other metal based coordination compounds provide a cost efficient alternative, however, the much shorter excited lifetimes generally observed for such complexes make their application more challenging. Nevertheless, a growing number of successful examples with metal complexes based on chromium, iron, nickel, zirconium, cerium, rhenium, platinum, uranium, and especially on copper exist, which is being reviewed in this chapter.
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