Photoinduced addition of phthalimide to unactivated alkynes |
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Authors: | Nájera Francisco García-Segura Rafael Pérez-Inestrosa Ezequiel Sánchez-Sánchez Cristóbal Suau Rafael |
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Institution: | Department of Organic Chemistry, Faculty of Sciences, University of Málaga, 29071 Málaga, Spain. |
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Abstract: | 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. |
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