Citation: Zheng Renhua, Guo Haichang, Yang Mingyang, Liu Mengqi, Ye Longwu. 1, 4-Functionalization of 3-En-1-ynes with Alcohols via Zinc-Catalyzed Regioselective N-Oxide Oxidation[J]. Chinese Journal of Organic Chemistry, ;2019, 39(6): 1672-1680. doi: 10.6023/cjoc201903054 shu

1, 4-Functionalization of 3-En-1-ynes with Alcohols via Zinc-Catalyzed Regioselective N-Oxide Oxidation

a.
School of Pharmaceutical and Materials Engineering, Taizhou University, Taizhou 318000
b.
College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005

Corresponding author: Zheng Renhua, zhengrh@tzc.edu.cn Ye Longwu, longwuye@xmu.edu.cn
Received Date: 25 March 2019
Revised Date: 24 April 2019
Available Online: 6 June 2019
Fund Project: the National Natural Science Foundation of China 21622204the Taizhou Science and Technology Project 1801gy21the Zhejiang Provincal Public Welfare Technology Research Program LGG19B040001the National Natural Science Foundation of China 21572186Project supported by the Zhejiang Provincal Public Welfare Technology Research Program (No. LGG19B040001), the Taizhou Science and Technology Project (No. 1801gy21), the National Natural Science Foundation of China (Nos. 21572186, 21622204) and the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT)

Figures(4)

γ-Hydroxyl or γ-alkoxyl-substituted α, β-unsaturated carbonyls widely exist in a variety of natural products and bioactive molecules. Herein, the realization of 1, 4-functionalization of 3-en-1-ynes with alcohols through zinc-catalyzed regioselective N-oxide oxidation is described. This tandem reaction allows the practical synthesis of a range of valuable γ-alkoxyl-substituted-α, β-unsaturated amides in moderate to good yields.
- oxidation,
- 1, 4-functionalization,
- alkynes,
- tandem reaction
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