Journal
SYNTHESIS-STUTTGART
Volume 50, Issue 15, Pages 2897-2907Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1592006
Keywords
methylene blue; visible light; electron-deficient indoles; Witkop-Winterfeldt oxidation; photocatalysis
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Funding
- University at Albany, State University of New York
- National Science Foundation [CHE-1654122]
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The development of a visible-light-mediated oxidative cleavage of electron-deficient indoles is reported. Methylene blue serves as an effective catalyst and the transformation shows a broad substrate scope. A variety of functional groups are well accommodated in the mild reaction conditions. The photo-mediated single electron transfer and oxidative cleavage mechanisms were investigated via density functional theory and Marcus theory calculations.
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