Issue 5, 1978
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Studies on the syntheses of heterocyclic compounds. Part 738. Photo-oxygenation of 9-oxo-9H-pyrrolo[1,2-a]indoles

Tetsuji Kametani,   Tatsushi Ohsawa,   Masataka Ihara  and  Keiichiro Fukumoto  

Abstract

Photo-oxygenation in methanol of 7-methoxy-6-methyl-9-oxo-9H-pyrrolo[1,2-a]indole (10), prepared from 2-bromo-5-methoxy-4-methylbenzaldehyde (5)via 2-(2-bromo-5-methoxy-4-methylbenzoyl)pyrrole (8), formed (±)-9,9a-dihydro-3α-hydroperoxy-9-oxo-7,9aβ-dimethoxy-6-methyl-3H-pyrrolo[1,2-a]indole (14) and the (±)-3α-hydroxy-compound (16). The corresponding 9a-ethoxy-(20) and 9a-isopropyloxy-derivatives (21) were obtained from the photo-oxygenation of compound (10) in ethanol and isopropyl alcohol, respectively. The dye-sensitized photo-oxygenation of 9-oxo-6,7-dimethoxy-9H-pyrrolo[1,2-a]indole (11) was also carried out in methanol.

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Article information

DOI
https://doi.org/10.1039/P19780000460
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 460-464

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Studies on the syntheses of heterocyclic compounds. Part 738. Photo-oxygenation of 9-oxo-9H-pyrrolo[1,2-a]indoles

T. Kametani, T. Ohsawa, M. Ihara and K. Fukumoto, J. Chem. Soc., Perkin Trans. 1, 1978, 460 DOI: 10.1039/P19780000460

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