A Powerful Method for the Direct Arylation of Furans at a Sterically Congested C−H Bond. Issue 4 (25th February 2016)

• Record Type: Journal Article
• Authors: Nishikata, Takashi; Yamane, Yu; Yamaguchi, Yousui; Ishikawa, Shingo
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 4(2016)
• Page Start: 466
• Page End: 469
• Publication Date: 2016-02-25
• Subjects: arylation -- C−H activation -- cross-coupling -- furans -- palladium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201600057
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: The direct arylation of furans at a sterically congested C−H bond are accomplished. Although there are many methods for catalytic C−H arylation, direct C−H arylation at bulky reaction sites is one of the most problematic issues in this area. In this study, we found that a PdCl2 ‐1, 2‐bis(dicyclohexylphosphino)ethane (dcype) or PCy3 and silver salt system enables arylations at a sterically congested C−H bonds to produce "highly congested" and "very congested" triarylfurans. Abstract : Congested C−H bond ! A Pd catalyst/Ag salt system enables direct aromatic C−H arylation at a congested C−H bond. Our powerful method gives "highly congested" and "very congested" aryl furans in good yields.