2,2-二氟-1-碘代乙烯对甲苯磺酸盐与硼酸的连续交叉偶联反应：1,1-二芳基-2,2-二氟乙烯的高效合成。
Consecutive cross-coupling reactions of 2,2-difluoro-1-iodoethenyl tosylate with boronic acids: efficient synthesis of 1,1-diaryl-2,2-difluoroethenes.
机构信息
Department of Chemistry & Medical Chemistry, Yonsei University, 1 Yonseidae-gil, Wonju, Gangwondo 220-710, Republic of Korea.
出版信息
Beilstein J Org Chem. 2013 Nov 14;9:2470-5. doi: 10.3762/bjoc.9.286. eCollection 2013.
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.
摘要
2,2-二氟-1-碘代乙烯基对甲苯磺酸酯（2）与 2 当量的硼酸在催化量的 Pd(OAc)2 和 Na2CO3 的存在下发生交叉偶联反应，以高产率得到单偶联产物 3 和 5。在该反应中，使用 4 当量的硼酸和催化量的 Pd(PPh3)2Cl2 和 Na2CO3 导致形成高产率的对称二偶联产物 4。在催化量的 Pd(OAc)2 和 Na2CO3 的存在下，3 与 2 当量的硼酸反应，得到高产率的不对称二偶联产物 4。
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