Photochemistry of phthalimides with olefins. Solvent-incorporated addition vs. cycloaddition to imide C (= O)-N bond accompanying ring enlargement
K Maruyama, Y Kubo
Index: Maruyama, Kazuhiro; Kubo, Yasuo Journal of Organic Chemistry, 1985 , vol. 50, # 9 p. 1426 - 1435
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Citation Number: 29
Abstract
The photoreactions of phthalimides la-c and a variety of olefins (2a-g) have been investigated. Irradiation of methanol solutions of la in the presence of electron-rich olefins 2a- f leads to formation of methanol-incorporated adducts 3a+ 4a, 9a, b, 19, 29a, b, 30a, b, and 31. Irradiation of acetonitrile solutions of la in the presence of relatively electron-poor aliphatic olefins 2f, g gives ring-enlarged cycloaddition products 23, 32, and 34, probably ...
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