Wavelength dependent photoextrusion and tandem photo-extrusion reactions of ninhydrin bis-acetals for the synthesis of 8-ring lactones, benzocyclobutenes and orthoanhydrides

Wei Sun, Surajit Kayal, William A.T. Raimbach, Xue Zhong Sun, Mark E. Light, Magnus W.D. Hanson-Heine, Michael W. George, David C. Harrowven

Research output: Journal PublicationArticlepeer-review

Abstract

Ninhydrin bis-acetals give access to 8-ring lactones, benzocyclo-butenes and spirocyclic orthoanhydrides through photoextrusion and tandem photoextrusion reactions. Syntheses of fimbricalyxlactone B, isoshihunine and numerous biologically-relevant heterocycles show the value of the methods, while TA-spectroscopy and TD-DFT studies provide mechanistic insights on their wavelength dependence.

Original languageEnglish
Pages (from-to)1546-1549
Number of pages4
JournalChemical Communications
Volume58
Issue number10
DOIs
Publication statusPublished - 4 Feb 2022

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry (all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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