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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 194, 2019 - Issue 7: Proceedings of the 28th International Symposium on the Organic Chemistry of Sulfur, ISOCS-28
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Original Articles

Sulfenylation of arenes and olefins with acidic sulfenamides

Masao ShimizuNational Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki, Japan; Correspondence[email protected]
,
Shin-ya SuzukiGraduate School of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba, Japan
,
Shinji TanakaNational Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki, Japan;
,
Wataru AndoNational Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki, Japan;
&
Norio SakaiGraduate School of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba, Japan
Pages 764-767 | Received 29 Mar 2019, Accepted 01 Apr 2019, Published online: 20 Apr 2019
 
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Abstract

Sulfenylation of electron-rich arenes was carried out with N-unsubstituted sulfenamides in the presence of Brønsted or Lewis acids. α-Methylstyrene as an olefin was also sulfenylated with acidic sulfenamides, and a sulfur substituent was introduced on the methyl group. Intramolecular sulfenylation proceeded for allyl 2-sulfenamoylbenzoate derivatives, and sulfur containing seven-membered heterocycles were obtained.

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