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Paper | Regular issue | Vol 26, No. 10, 1987, pp.2683-2690
Published online, 1st January, 1970
DOI: 10.3987/R-1987-10-2683
Photoreaction of Phthalimides Possessing an ortho-Methylphenyl Group in Their N-Side Chain. Synthesis of Tetracyclic Nitrogen Heterocycles

Minoru Machida, Mayumi Nakamura, Kazuaki Oda, Haruko Takechi, Kosei Ohno, Hideo Nakai, Yasuhiko Sato, and Yuichi Kanaoka

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

Upon irradiation phthalimides (5 and 8) possessing an 9-methylphenyl group in their N-side chain gave mainly the tetracycilc ring systems (9 and 10). it was shown that the photocyclization occurs at ε- or ζ-position across the carbons of the benzene ring (B ring).