KI/TBHP-mediated oxidative cross-coupling of enamines and carboxylic acids under metal-free conditions: a facile access to functionalized 2H-azirines

[Display omitted] KI/TBHP-mediated oxidative cross coupling of enamines with carboxylic acids has been realized for the synthesis of functionalized 2H-azirines through the azirination of enamine intermediates. The metal-free strategy has several notable features, including the formation of C–O and C...

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Veröffentlicht in:Tetrahedron letters 2016-03, Vol.57 (13), p.1446-1450
Hauptverfasser: Duan, Xiyan, Kong, Xianglei, Zhao, Xiaoyong, Yang, Kun, Zhou, Huiyun, Zhou, DongJu, Zhang, Yanping, Liu, Jianwei, Ma, Junying, Liu, Ning, Wang, Zhicheng
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Sprache:eng
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Zusammenfassung:[Display omitted] KI/TBHP-mediated oxidative cross coupling of enamines with carboxylic acids has been realized for the synthesis of functionalized 2H-azirines through the azirination of enamine intermediates. The metal-free strategy has several notable features, including the formation of C–O and C–N bonds in a one-pot procedure, broad functional group tolerance, good reaction yields, short reaction time, and high atom economy. It is the first example for direct formation of functionalized 2H-azirines via KI/TBHP-mediated intermolecular cross-coupling of enamines and carboxylic acids.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.02.060