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1 January 2006 Photoinduced Addition of Phthalimide to Unactivated Alkynes
Francisco Nájera, Rafael García-Segura, Ezequiel Pérez-Inestrosa, Cristóbal Sánchez-Sánchez, Rafael Suau
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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.

Francisco Nájera, Rafael García-Segura, Ezequiel Pérez-Inestrosa, Cristóbal Sánchez-Sánchez, and Rafael Suau "Photoinduced Addition of Phthalimide to Unactivated Alkynes," Photochemistry and Photobiology 82(1), 248-253, (1 January 2006). https://doi.org/10.1562/2005-05-30-RA-555
Received: 30 May 2005; Accepted: 16 December 2005; Published: 1 January 2006
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