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Facile and Efficient Sulfenylation Method Using Quinone Mono-O,S-Acetals under Mild Conditions

Authors :
Gopinathan Anilkumar
Yasuyuki Kita
Hisanori Nambu
Masato Matsugi
Keita Matsumoto
Kenji Murata
Kentoku Gotanda
Source :
The Journal of Organic Chemistry. 66:2434-2441
Publication Year :
2001
Publisher :
American Chemical Society (ACS), 2001.

Abstract

A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.

Details

ISSN :
15206904 and 00223263
Volume :
66
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....da67f1f8971e2cd8af816e967bad4c35
Full Text :
https://doi.org/10.1021/jo001710q