Citation: Liang Tingting, Jiang Lan, Gan Miaomiao, Su Xin, Li Zhengning. Domino Reactions Initialized by Copper-Catalyzed Hydrocupration of C-C Unsaturated Bonds[J]. Chinese Journal of Organic Chemistry, ;2017, 37(12): 3096-3111. doi: 10.6023/cjoc201706004 shu

Domino Reactions Initialized by Copper-Catalyzed Hydrocupration of C-C Unsaturated Bonds

College of Environmental and Chemical Engineering, Dalian University, Dalian 116622

Corresponding author: Li Zhengning, lizhengning@dlu.edu.cn
Received Date: 2 June 2017
Revised Date: 4 July 2017
Available Online: 16 December 2017
Fund Project: the Natural Science Foundation of Liaoning Province 2015020678Project supported by the Natural Science Foundation of Liaoning Province (No. 2015020678)

Figures(23)

Compared with sequential reactions, domino reactions are more efficient and highly desirable in organic synthesis as fewer operational and purification procedures are involved, yielding the product with complexity in a more economic and environmently friendly manner. Domino reactions induced by copper-catalyzed hydrocupration of unsaturated C-C bonds in α, β-unsaturated ketones, α, β-unsaturated carboxylates, aryl alkenes, aliphatic alkenes and even alkynes are reviewed. A hydrosilane is used as a hydride source for CuH formation and the hydrocupration intermediates undergo subsequent addition to polar unsaturated bonds, e.g. carbonyls and imines, or proceed to substitution reactions, and finally, reaction involving two or more newly formed bonds proceed without purification of intermediate products or changing the operational conditions. Because of its simplicity and efficiency, this method is highly valuable in organic synthesis.
- domino reaction,
- catalysis,
- copper,
- hydrocupration,
- reduction,
- alkene
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