Photochemistry of nitrogen-containing thiocarbonyl compounds

摘要

Photochemical reactions of nitrogen-containing thiocarbonyl compounds, such as thioamides and thioimides, are reviewed. The thiocarbonyl compounds exhibit high photochemical reactivity for [2+2] photocycloaddtion with alkenes leading to thietanes; this is often followed by ring opening-reaction or rearrangement. Photochemical hydrogen abstraction of thioimides gives lactams and cyclic amines. Some thioamides show activity for cyclization via electron transfer, alpha-cleavage reaction, desulfurization and other miscellaneous reactions. The photochemical reaction of thioamides and thioimides provides not only a new photochemical aspect in the area of organic photochemistry but also a useful synthesis of nitrogen-containing heterocycles.