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Issue 11, 1993
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The elimination of an alkoxy group in the photo-Graebe–Ullmann conversion of 1-(2,5-dialkoxyphenyl)triazolopyridines into carbolines, and the preparation of α-, γ- and δ-carboline quinones

Abstract

Photochemical decomposition of 1-(2,5-dialkoxyphenyl)triazolopyridines 7a, 21 and 33 resulted in elimination of an alkoxy group to give the alkoxycarbolines 9a and 35 in addition to the expected dialkoxycarbolines. The carbolines having either a methoxy and a isopropoxy substltuent 22, 34a and 34b or two methoxy groups 41 were oxidised with ceric ammonium nitrate to yield the α-, γ- or δ-carboline p-quinones 37, 38 and 42.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1993, 1261-1267
Article type
Paper

The elimination of an alkoxy group in the photo-Graebe–Ullmann conversion of 1-(2,5-dialkoxyphenyl)triazolopyridines into carbolines, and the preparation of α-, γ- and δ-carboline quinones

L. K. Mehta, J. Parrick and F. Payne, J. Chem. Soc., Perkin Trans. 1, 1993, 1261
DOI: 10.1039/P19930001261

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