THE ELIMINATION OF AN ALKOXY GROUP IN THE PHOTO-GRAEBE-ULLMANN CONVERSION OF 1-(2,5-DIALKOXYPHENYL)TRIAZOLOPYRIDINES INTO CARBOLINES, AND THE PREPARATION OF ALPHA-CARBOLINE, GAMMA-CARBOLINE AND DELTA-CARBOLINEQUINONES

Citation
Lk. Mehta et al., THE ELIMINATION OF AN ALKOXY GROUP IN THE PHOTO-GRAEBE-ULLMANN CONVERSION OF 1-(2,5-DIALKOXYPHENYL)TRIAZOLOPYRIDINES INTO CARBOLINES, AND THE PREPARATION OF ALPHA-CARBOLINE, GAMMA-CARBOLINE AND DELTA-CARBOLINEQUINONES, Journal of the Chemical Society. Perkin transactions. I, (11), 1993, pp. 1261-1267
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
11
Year of publication
1993
Pages
1261 - 1267
Database
ISI
SICI code
0300-922X(1993):11<1261:TEOAAG>2.0.ZU;2-P
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 dialkoxycarboli nes. The carbolines having either a methoxy and a isopropoxy substitue nt 22, 34a and 34b or two methoxy groups 41 were oxidised with ceric a mmonium nitrate to yield the alpha, gamma- or delta-carboline p-quinon es 37, 38 and 42.