The title compound undergoes photocycloadditions with both electron-poor alkenes (methacrylonitrile) and electron-rich alkenes (ethyl vinyl ether and furan). The initial photoadducts evolve into a variety of compounds. In the photoreaction with methacrylonitrile, oxazoloazocines 5 and 7 and cyclopentenylidenes 6Z and 6E are obtained; the photoadducts with vinyl ether yield oxazoloazocines 9 and 11, substituted oxazoles 10 and 12, and pyrrolopyridine 13; from the reaction with furan the furylpyridine 14 was isolated. ((C) Wiley-VCH Verlag GmbH & Co KGaA, 69451 Weinheim, Germany, 2002).
Ponticelli, F., Donati, D., Fusi, S. (2002). Photocycloadditions on 2-Methyloxazolo[5,4-b]pyridine. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002(24), 4211-4216 [10.1002/1099-0690(200212)2002:24<4211::AID-EJOC4211>3.0.CO;2-U].
Photocycloadditions on 2-Methyloxazolo[5,4-b]pyridine
PONTICELLI F.;DONATI D.;FUSI S.
2002-01-01
Abstract
The title compound undergoes photocycloadditions with both electron-poor alkenes (methacrylonitrile) and electron-rich alkenes (ethyl vinyl ether and furan). The initial photoadducts evolve into a variety of compounds. In the photoreaction with methacrylonitrile, oxazoloazocines 5 and 7 and cyclopentenylidenes 6Z and 6E are obtained; the photoadducts with vinyl ether yield oxazoloazocines 9 and 11, substituted oxazoles 10 and 12, and pyrrolopyridine 13; from the reaction with furan the furylpyridine 14 was isolated. ((C) Wiley-VCH Verlag GmbH & Co KGaA, 69451 Weinheim, Germany, 2002).
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https://hdl.handle.net/11365/4147
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