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ChemInform Abstract: Copper-Catalyzed Double S-Arylation of Potassium Thioacetate with Dibenziodolium Triflates: Facile Synthesis of Unsymmetrical Dibenzothiophenes

Authors :
Masaki Nakatani
Ryosuke Shigitani
Yoshiki Nakano
Tomokazu Tamagawa
Masaki Shimizu
Mai Ogawa
Source :
ChemInform. 47
Publication Year :
2016
Publisher :
Wiley, 2016.

Abstract

Much interest has been paid to cyclic diaryliodonium salts as bis(electrophile)s in transition-metal-catalyzed annulation reactions to produce polycyclic (hetero)aromatic hydrocarbons. Herein, we report that dibenziodolium triflates smoothly react with potassium thioacetate in the presence of CuCl2 in THF or DMSO at 100–110 °C to afford the corresponding dibenzothiophenes in good-to-high yields. The coupling reaction tolerates reactive functional groups such as chloro and cyano and serves as a facile and reliable method for the synthesis of unsymmetrical dibenzothiophenes.

Details

ISSN :
09317597
Volume :
47
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........d2bf41c80a7f0c79382f4646f78b6dd2
Full Text :
https://doi.org/10.1002/chin.201644103