Ruthenium-Catalyzed Synthesis of 2H-Azirines from Isoxazolinones.
Ruthenium-Catalyzed Synthesis of 2H-Azirines from Isoxazolinones.
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DOI：
10.1021/acs.orglett.7b01895
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发表时间：
2017-08
期刊：
影响因子：
5.2
通讯作者：
Stefan Rieckhoff;Marvin Titze;W. Frey;R. Peters
中科院分区：
文献类型：
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作者：
Stefan Rieckhoff;Marvin Titze;W. Frey;R. Peters
2 H-腺嘌呤是合成通用的、高度紧张的、含有亚氨基双键的三元杂环。我们报道了它们的高效Ru催化合成，使用低催化剂负载量在中性条件下从异恶唑啉酮底物，这是很容易从β-酮酯。氮杂环丙烷类化合物被证明是功能化吡啶、吲哚、二氢吡咯和吡咯烷杂环化合物的有效前体。
2H-Azirines are synthetically versatile, highly strained, three-membered heterocycles containing an imino double bond. We report their efficient Ru-catalyzed synthesis using low catalyst loadings under neutral conditions from isoxazolinone substrates, which are readily accessible from β-ketoesters. The azirines were shown to be efficient precursors for functionalized pyridine, indole, dihydropyrrole, and pyrrolidine heterocycles.