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Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates
Qihang Guo1, Xiang Ren1, Zhan Lu1
1Department of Chemistry , Zhejiang University , 866 Yuhangtang Road , Hangzhou 310058 , China.
Abstract:
Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.
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