Photochemical Conversion of Isoxazoles to 5-Hydroxyimidazolines.,Organic Letters

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Photochemical Conversion of Isoxazoles to 5-Hydroxyimidazolines.
Organic Letters ( IF 4.9 ) Pub Date : 2020-04-14 , DOI: 10.1021/acs.orglett.0c00910
Taiki Morita _{1,

2} , Shinichiro Fuse _{1,

2} , Hiroyuki Nakamura _{1,

2}

Affiliation

Photochemical conversion of isoxazole I to 5-hydroxyimidazoline VII proceeded via the trapping of the photogenerated acylazirine III with 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.

中文翻译：

异恶唑的光化学转化为5-羟基咪唑啉。

异恶唑I的光化学转化为5-羟基咪唑啉VII的过程是，在紫外光照射下，用胺捕获光生酰基唑啉III。这是有效合成5-羟基咪唑啉的第一个报道，而5-羟基咪唑啉不能通过其他方式轻易获得。通过在二氯甲烷中用三氟乙酸酐（TFAA）和2,6-二甲基吡啶处理，一步将5-羟基咪唑啉也转化为多取代的咪唑。

更新日期：2020-04-14

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