PHOTOINDUCED REACTIONS. LXVII. PHOTOSENSITIZED OXYGENATION OF N-SUBSTITUTED 1,2,3,4-TETRAHYDROCARBAZOLES
- 5 December 1972
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 1 (12) , 1197-1200
- https://doi.org/10.1246/cl.1972.1197
Abstract
Rose bengal-sensitized photooxygenation of N-methyl- (1a), N-methyl-6-nitro- (1b), and N-acetyl- (1c) 1,2,3,4-tetrahydrocarbazoles was investigated. The N-methyl derivatives underwent oxidative cleavage of the enamine double bond to give exclusively 2, whereas the N-acetyl derivative in water-containing solvents gave predominantly 3, possibly via a zwitterionic peroxide intermediate.Keywords
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