Allylic rearrangement

Organic chemistry

Combinatorial chemistry

Phosphine

Photoredox catalysis

Palladium

Photocatalysis

Nucleophilic aromatic substitution

Radical

Vicinal

Catalysis

Nucleophilic substitution

Nucleophile

Chemistry

Alkyl

Aryl

Chemical Science

A highly modular radical cascade strategy based upon radical cyclisation/allylic substitution sequence between alkyl/aryl bromides, 1,3-dienes and nucleophiles ranging from sulfinates to amines, phenols and 1,3-dicarbonyls is described (>80 examples). Palladium phosphine complexes - which merge properties of photo- and cross coupling-catalysts - allow to forge three bonds with complete 1,4-selectivity and stereocontrol, delivering highly value added carbocyclic and heterocyclic motifs that can feature -

Three-component three-bond forming cascade <i>via</i> palladium photoredox catalysis

Three-component three-bond forming cascade via palladium photoredox catalysis