When periphery matters: Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines

Research output: Contribution to journalArticlepeer-review

Abstract

8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.

Original languageEnglish
Article number152658
JournalTetrahedron Letters
Volume61
Issue number52
DOIs
StateAccepted/In press - 2020

Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Castagnoli-Cushman reaction
  • Cyclic anhydride
  • Dicarboxylic acids
  • Enol form
  • In situ cyclodehydration
  • Sulfur atom vacant d-orbitals

Fingerprint Dive into the research topics of 'When periphery matters: Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines'. Together they form a unique fingerprint.

Cite this