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NaI-Mediated Acetamidosulfenylation of Alkenes with Bunte Salts as Thiolating Reagent Leading to β-Acetamido Sulfides

Rongxing Zhang, Zhaohua Yan, Dingyi Wang, Yuanxing Wang*, Sen Lin*

*College of Chemistry, Nanchang University, Nanchang, Jiangxi 330031, P. R. of China, Email: yuanxingwangncu.edu.cn, senlinncu.edu.cn

R. Zhang, Z. Yan, D. Wang, Y. Wang, S. Lin, Synlett, 2017, 28, 1195-1200.

DOI: 10.1055/s-0036-1588144 (free Supporting Information)



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Abstract

In a direct and efficient method for the acetamidosulfenylation reaction of alkenes, NaI was used as a catalyst, DMSO as the oxidant, nitriles as both the solvent and nucleophiles and stable, readily available Bunte salts as thiolating reagents. The reactions were carried out under mild conditions to provide β-acetamido sulfides in good yields. Moreover, the reaction can be performed with alcohols as nucleophiles.

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Key Words

Sulfides, Ritter Reaction, Multicomponent Reactions


ID: J60-Y2017