Photoinduced addition of phthalimide to unactivated alkynes.
Photoexcited phthalimide in equilibrium with its conjugated base produces the regioselective hydrophthalimidation of conjugated alkynes. The vinylphthalimide thus obtained is hydrolyzed to the corresponding carbonyl compound. With unconjugated alkynes, the outcome is a double addition of phthalimide to the triple bond. The reaction is assumed to take place via single electron transfer from either the alkyne or the phthalimide anion to the excited phthalimide as the primary photoprocess.
Nájera
Francisco
F
Department of Organic Chemistry, Faculty of Sciences, University of Málaga, 29071 Málaga, Spain.
García-Segura
Rafael
R
Pérez-Inestrosa
Ezequiel
E
Sánchez-Sánchez
Cristóbal
C
Suau
Rafael
R