Photoinduced Alkylation Reaction of Benzoindole-4,9-dione with Arylalkenes

Article abstract of DOI:10.1246/bcsj.64.1031

Photoreaction of 1-alkyl-2-methyl-1H-benzindole-4,9-diones (indolequinones) with arylalkenes in benzene gave 3-alkylated products.Irradiation of 1-allyl substituted indolequinone in benzene gave 1,3-hydrogen shift product in the presence or absence of arylalkenes.The fluorescence of 1,2-dimethyl-1H-benzindole-4,9-dione exhibits a large bathochromic shift in polar solvents, indicating polar charge-transfer character for its S₁-state.