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Paper | Regular issue | Vol 71, No. 1, 2007, pp.61-73
Published online, 24th November, 2006
DOI: 10.3987/COM-06-10904
N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles as Nitrogen-, Sulfur-, and Carbon-Sulfenylation Reagents

Masao Shimizu,* Hidenori Fukazawa, Jun’ichi Inoue, Yoshimoto Abe, and Takeo Konakahara

*National Institute of Advanced Industrial Science and Technology, 1-1-1 Higashi, Tsukuba, Ibaraki 305-0035, Japan

Abstract

N-(2-Alkoxycarbonylbenzenesulfenyl)benzimidazoles reacted with nucleophiles such as amides, imidates, thiols, Grignard reagents, and active methylene compounds to yield the corresponding sulfenylated products: N-acylsulfenamides, N-sulfenylimidates, disulfides, sulfides, and sulfenylated active methylene compounds, respectively.