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Communication | Regular issue | Vol 6, No. 2, 1977, pp.111-115
Published online, 1st January, 1970
DOI: 10.3987/R-1977-02-0111
Photochemical Ring-contraction Reactions of Benz[d]-3,1-oxazepines Having No Substituent at the 5-Position to Indole-3-carboxaldehydes

Chikara Kaneko* and Reiko Kitamura

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


Irradiation of 5-unsubstituted benz[d]-3,1-oxazepines having phenyl or cyano group at the 2-position with high-pressure mercury lamp without filter resulted in the formation of 2-phenyl- or 2-cyanoindole-3-carboxaldehydes in good yields. The corresponding quinoline 1-oxides can directly be converted to the indole-3-carboxaldehydes by irradiation (254 nm. rays) in acetonitrile without isolating the oxazepines.