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NaI-Mediated Acetamidosulphenylation of Alkenes with Nitriles as the Nucleophiles: A Direct Access to Acetamidosulfides

Yang Zheng, Yue He, Guangwei Rong, Xiaolu Zhang, Yuecheng Weng, Kuiyong Dong, Xinfang Xu* and Jincheng Mao*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123, China, Email: xinfangxusuda.edu.cn, jcmaoswpu.edu.cn

Y. Zheng, Y. He, G. Rong, X. Zhang, Y. Wang, K. Dong, X. Xu, J. Mao, Org. Lett., 2015, 17, 5444-5447.

DOI: 10.1021/acs.orglett.5b02752 (free Supporting Information)


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Abstract

A transition-metal-free, direct, and efficient acetamidosulphenylation reaction of alkenes using nitriles as the nucleophiles offers a broad substrate scope and high regioselectivity and provides straightforward access to acetamidosulfide derivatives in good yields via a radical process.

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Key Words

sulfides, Ritter reaction, ammonium peroxydisulfate


ID: J54-Y2015