Photochemical radical cyclization of γ,δ-unsaturated ketone oximes to 3,4-dihydro-2H-pyrroles

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• 作者：Kitamura ; Mitsuru ; Mori ; Yutaka ; Narasaka ; Koichi
• 关键词：Oxime ; Radical cyclization ; Photoinduced electron transfer ; Photoinduced energy transfer
• 刊名：Tetrahedron Letters
• 出版年：2005
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：April 4, 2005
• 卷：46
• 期：14
• 页码：2373-2376
• 文件大小：149 K

摘要

3,4-Dihydro-2H-pyrroles are synthesized from 脦脦, 脦脦-unsaturated oximes by photochemical radical cyclization with 1,5-dimethoxynaphthalene (DMN) as the sensitizer. The cyclization of alkyl ketone O-acetyloximes proceeds via photosensitized electron transfer in the presence of acetic acid, while conjugated oximes of aryl and 脦脦,脦脦-unsaturated ketones are cyclized via energy transfer.