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KI/TBHP-mediated oxidative cross-coupling of enamines and carboxylic acids under metal-free conditions: a facile access to functionalized 2H-azirines
- Duan, Xiyan, Kong, Xianglei, Zhao, Xiaoyong, Yang, Kun, Zhou, Huiyun, Zhou, DongJu, Zhang, Yanping, Liu, Jianwei, Ma, Junying, Liu, Ning, Wang, Zhicheng
- Tetrahedron letters 2016 v.57 pp. 1446-1450
- carboxylic acids, chemical bonding, chemical elements, chemical reactions, chemical structure
- 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.