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TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes: A novel method for the solid-phase synthesis of dihydrocoumarins and coumarins

Authors
Journal
Chinese Chemical Letters
1001-8417
Publisher
Elsevier
Volume
23
Issue
6
Identifiers
DOI: 10.1016/j.cclet.2012.03.022
Keywords
  • Lewis Acid
  • Seleno-Arylation
  • Succinimidyl Selenide
  • Solid-Phase Synthesis
  • Dihydrocoumarins
  • Coumarins

Abstract

Abstract TMSOTf-catalyzed intramolecular seleno-arylation of tethered alkenes was performed using polystyrene-supported succinimidyl selenide as the selenium source. This catalytic process provides an efficient method for the regioselective synthesis of dihydrocoumarins possessing a seleno-functionality, followed by traceless cleavage of selenium linker to provide dihydrocoumarins and coumarins in good yields and purities.

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