The invention provides a bissanthin aromatic ring bay region C-H
nucleophilic substitution reaction method and application thereof, and belongs to the field of
organic synthesis methodology. According to the reaction, bissanthin is used as a
raw material,
dichloromethane and
acetonitrile are used as solvents, and the bissanthin is oxidized by
nitrite hexafluorotellurate and respectively reacts with nucleophilic reagents such as carbon anions,
oxygen-containing reagents,
sulfur-containing reagents,
chlorine-containing reagents,
nitrogen-containing reagents,
phosphorus-containing reagents and cyano groups in one step to synthesize a series of bissanthin bay area modified functionalized products; when the reaction method is further applied to the
nucleophilic substitution reaction of two molecules, namely
perylene (
Perylene) and N, N '-di (1, 3-diisopropyl
benzene)-3, 4, 9, 10-
perylene dicarboximide (PDI), good universality is shown, and the reaction method can be applied to the
nucleophilic substitution reaction of two molecules, namely
perylene (
Perylene) and N, N'-di (1, 3-diisopropyl
benzene)-3, 4, 9, 10-perylene dicarboximide (PDI). The method is mild in reaction condition, does not need to introduce
transition metal as a catalyst, is easy in product separation and purification, and has the advantages of low cost, high efficiency and greenness; the series of functionalized derivatives constructed by the method can provide important intermediates for synthesis of larger
polycyclic aromatic hydrocarbon molecules of the
system; the method has a good industrial production prospect.