Photochemical Conversion of Isoxazoles to 5-Hydroxyimidazolines

Photochemical Conversion of Isoxazoles to 5-Hydroxyimidazolines
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异恶唑光化学转化为 5-羟基咪唑啉

DOI:
10.1021/acs.orglett.0c00910
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发表时间:
2020
期刊:
影响因子:
5.2
通讯作者:
Nakamura Hiroyuki
Nakamura Hiroyuki
中科院分区:
化学1区
文献类型:
--
作者:
Morita Taiki;Fuse Shinichiro;Nakamura Hiroyuki

文献摘要

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在紫外光照射下,异恶唑I的光化学转化为5-羟基咪唑啉VII进行通过捕获的光生成的酰基咪唑啉III胺。这是第一次报告的有效合成5-羟基咪唑啉,是不容易获得的其他手段。5-通过用三氟乙酸酐(TFAA)和2,6-二甲基吡啶在二氯甲烷中处理,羟基咪唑啉也可以一步转化为多取代的咪唑。
Photochemical conversion of isoxazoleIto 5-hydroxyimidazolineVIIproceeded via the trapping of the photogenerated acylazirineIIIwith amines under UV light irradiation. This is the first report of the efficient synthesis of 5-hydroxyimidazolines that are not readily accessible by other means. 5-Hydroxyimidazolines were also converted into multisubstituted imidazoles in one step by treatment with trifluoroacetic anhydride (TFAA) and 2,6-lutidine in dichloromethane.