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Issue 23, 2018
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Modular 2,3-diaryl-2H-azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization

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Abstract

A modular 2H-azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization has been developed. The reaction utilizes easily available starting materials and provides a general synthetic route to 2,3-diaryl-2H-azirines in good to excellent yields under mild conditions, which is complementary to the conventional approaches for the synthesis of 2H-azirines. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method. Importantly, 2H-azirines can be efficiently converted to various azaheterocycles.

Graphical abstract: Modular 2,3-diaryl-2H-azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization

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Publication details

The article was received on 20 Apr 2018, accepted on 21 May 2018 and first published on 22 May 2018


Article type: Paper
DOI: 10.1039/C8OB00923F
Citation: Org. Biomol. Chem., 2018,16, 4333-4337
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    Modular 2,3-diaryl-2H-azirine synthesis from ketoxime acetates via Cs2CO3-mediated cyclization

    M. Zhao, W. Zhang, X. Wang, Y. Zhang, D. Yang and Z. Guan, Org. Biomol. Chem., 2018, 16, 4333
    DOI: 10.1039/C8OB00923F

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