Organic Letters
Organic Letters
5 years ago

Ruthenium-Catalyzed Synthesis of 2H-Azirines from Isoxazolinones

Ruthenium-Catalyzed Synthesis of 2H-Azirines from Isoxazolinones
Wolfgang Frey, Stefan Rieckhoff, René Peters, Marvin Titze
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01895

DOI: 10.1021/acs.orglett.7b01895

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