Journal of Photosciences

Single Electron Transfer Promoted Photocyclization Reactions of (¥ø-Phthalimidoalkylthio)acetic Acids

Volume 8(2001), 99-104 page

ÀúÀÚ: Ung Chan Yoon, Sang Jin Lee, Sun Wha Oh and Dae Won Cho

   8-3-99.pdf (117.8K)

Keywords: photocyclizations  (w-phthalimidoalkylthio)acetic acids  sequential single electron transfer-decarboxylation


Studies have been conducted to explore single electron transfer (SET) promoted photocyclization reactions of (w-phthalimidoalkylthio)acetic acids (alkyl=ethyl, n-propyl, n-butyl, n-hexyl and n-nonyl).
Photocyclizations occur in methanol in modest yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the carboxylic group.
The initially formed cyclized products undergo efficient water eliminations to produce enthiol ethers in secondary ground state reactions.