title: Consecutive cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate with boronic acids: efficient synthesis of 1,1-diaryl-2,2-difluoroethenes.
abstract: The cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate (2) with 2 equiv of boronic acids in the presence of catalytic amounts of Pd(OAc)2 and Na2CO3 afforded the mono-coupled products 3 and 5 in high yields. The use of 4 equiv of boronic acids in the presence of catalytic amount of Pd(PPh3)2Cl2 and Na2CO3 in this reaction resulted in the formation of symmetrical di-coupled products 4 in high yields. Unsymmetrical di-coupled products 4 were obtained in high yields from the reactions of 3 with 2 equiv of boronic acids in the presence of catalytic amounts of Pd(OAc)2 and Na2CO3.
authors.affiliation: Department of Chemistry & Medical Chemistry, Yonsei University, 1 Yonseidae-gil, Wonju, Gangwondo 220-710, Republic of Korea.
authors.forename: Ju Hee
authors.initials: JH
authors.lastname: Kim
authors.affiliation: Department of Chemistry & Medical Chemistry, Yonsei University, 1 Yonseidae-gil, Wonju, Gangwondo 220-710, Republic of Korea.
authors.forename: Su Jeong
authors.initials: SJ
authors.lastname: Choi
authors.affiliation: Department of Chemistry & Medical Chemistry, Yonsei University, 1 Yonseidae-gil, Wonju, Gangwondo 220-710, Republic of Korea.
authors.forename: In Howa
authors.initials: IH
authors.lastname: Jeong
keywords: 1,1-diaryl-2,2-difluoroethene; 1,1-difluoro-1,3-dienes; 2,2-difluoro-1-iodoethenyl tosylate; boronic acids; cross-coupling reaction; organo-fluorine