Single Electron Transfer Promoted Photocyclization Reactions of ($\omega$-Phthalimidoalkylthio) acetic Acids

  • Yoon, Ung-Chan (Department of Chemistry and the Chemistry Institute for Functional Materials, Pusan National University) ;
  • Lee, Sang-Jin (Department of Chemistry and the Chemistry Institute for Functional Materials, Pusan National University) ;
  • Oh, Sun-Wha (Department of Chemistry and the Chemistry Institute for Functional Materials, Pusan National University) ;
  • Cho, Dae-Won (Department of Chemistry and the Chemistry Institute for Functional Materials, Pusan National University)
  • Published : 2001.09.01

Abstract

Studies have been conducted to explore single electron transfer (SET) promoted photocyclization reactions of ($\omega$-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.

Keywords

References

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