Photocyclization of 2??(dialkylamino) ethyl acetoacetates: Remote proton transfer and Stern??Volmer quenching kinetics in the system involving two reactive excited …
Abstract Upon irradiation, 2-(dibenzylamino) ethyl and 2-(N-benzyl-N-methylamino) ethyl acetoacetate (1a and 1b) undergo photocyclization via remote proton transfer from the benzyl group to the acetyl carbonyl oxygen to give eight-membered azalactones. Irradiation of the corresponding (diisopropylamino)-and (dimethylamino) ethyl esters gave no azalactones. Introduction of the methyl group on C-2 of 1a brought about a complicated ...
