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Short Paper | Regular issue | Vol 91, No. 11, 2015, pp.2190-2196
Published online, 26th October, 2015
DOI: 10.3987/COM-15-13318
Bifurans via Palladium-Catalyzed Suzuki Coupling

Jun Zhang, Peijun Ye, Lu He, Ting Yuan, and Qiancai Liu*

*School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, China

Abstract

Sixteen 2,2’-bifurans with aryl substituents are reported. The copper-mediated oxidative coupling of lithium salt of furan led to the formation of 2,2’-bifuran, which was brominated with either 2 eq. or 4 eq. NBS to afford 5,5’-dibromo-2,2’-bifuran and 3,3’,5,5’-tetrabromo-2,2’-bifuran. The palladium- catalyzed Suzuki reactions between dibromo or tetrabormo-bifuran and arylboronic acid were employed to furnish the title compounds, which were characterized by NMR spectra and mass spectra.