Citation: Chen Xinyu, Liu Xueyan, Ma Fang, Hong Xianfang, Li Hongji. Silver-Catalyzed Stereoselective Addition of Organic Hypervalent Iodine(III) Reagents to Alkynes[J]. Chinese Journal of Organic Chemistry, ;2020, 40(10): 3390-3398. doi: 10.6023/cjoc202004044 shu

Silver-Catalyzed Stereoselective Addition of Organic Hypervalent Iodine(III) Reagents to Alkynes

Chen Xinyu ^a ,
Liu Xueyan ^b ,
Ma Fang ^a ,
Hong Xianfang ^a ,
Li Hongji ^a,,

a.
Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000
b.
Bengbu Product Quality and Inspection Institute, Bengbu, Anhui 233040

Corresponding author: Li Hongji, hongjili@chnu.edu.cn
Received Date: 27 April 2020
Revised Date: 23 June 2020
Available Online: 30 June 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21772061) and the Natural Science Foundation for the Higher Education Institutions of Anhui Province (No. KJ2017A388)the Natural Science Foundation for the Higher Education Institutions of Anhui Province KJ2017A388the National Natural Science Foundation of China 21772061

Figures(5)

A silver-catalyzed stereoselective addition reaction of functionalized alkynes with organic hypervalent iodine(Ⅲ) reagents as nucleophiles is reported, providing an approach to vinyl esters in high yields with excellent group tolerance. Intramolecular experiment demonstrates that the presence of aryl group considerably affects the cleavage of I-O bond within hypervalent iodine(Ⅲ) reagents, which is also responsible for the high stereoeselectivity observed in this catalytic system.
- silver catalysis,
- alkyne,
- hypervalent(III) iodine reagent,
- stereoselective addition
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