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

Photochemical radical cyclization of γ,δ-unsaturated ketone oximes to 3,4-dihydro-2H-pyrroles
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DOI:
10.1016/j.tetlet.2005.02.062
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发表时间:
2005-04-04
影响因子:
1.8
通讯作者:
Narasaka, K
Narasaka, K
中科院分区:
化学4区
文献类型:
--
作者:
Kitamura, M;Mori, Y;Narasaka, K

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以1,5-二甲氧基萘(DMN)为敏化剂,以γ,δ-不饱和肟为原料,通过光化学自由基环化反应合成了3,4-二氢-2H-吡咯。烷基酮O-乙酰肟的环化反应在乙酸存在下通过光敏电子转移进行,而芳基和α,β-不饱和酮的共轭肟通过能量转移进行环化。(c)2005爱思唯尔有限公司保留所有权利。
3.4-Dihvdro-2H-pyrroles are synthesized from gamma,delta-unsaturated oximes by photochemical radical cyclization with 1,5-dimethoxynaphthatene (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 alpha,beta-unsaturated ketones are cyclized via energy transfer. (c) 2005 Elsevier Ltd. All rights reserved.