Efficient Synthesis of 2,2-Diaryl-1,1-difluoroethenes via Consecutive Cross-Coupling Reactions of 2,2-Difluoro-1-tributylstannylethenyl p-Toluenesulfonate
Efficient Synthesis of 2,2-Diaryl-1,1-difluoroethenes via Consecutive Cross-Coupling Reactions of 2,2-Difluoro-1-tributylstannylethenyl p-Toluenesulfonate
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DOI：
10.1021/ol1024037
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发表时间：
2010-12-03
期刊：
影响因子：
5.2
通讯作者：
Jeong, In Howa
中科院分区：
文献类型：
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作者：
Han, Seung Yeon;Jeong, In Howa
2，2-二氟-1-三丁基锡烷基乙烯基对甲苯磺酸酯（2）与芳基碘在10mol%Pd（PPh 3）（4）和10mol%CuI存在下在DMF中于80 ℃反应10-20小时，以35-97%产率得到交叉偶联产物3。3与芳基锡烷在5mol%Pd（PFh（3））（4）和3当量LiBr存在下在DMF中于100 ℃进一步偶联反应2-24小时，得到所需产物5，产率为25-78%。
2,2-Difluoro-1-tributylstannylethenyl p-toluenesulfonate (2) was reacted with aryl iodides in the presence of 10 mol % of Pd(PPh3)(4) and 10 mol % of Cul in DMF at 80 degrees C for 10-20 h to give the cross-coupled products 3 in 35-97% yields. Further coupling reaction of 3 with arylstannanes in the presence of 5 mol % of Pd(PFh(3))(4) and 3 equiv of LiBr in DMF at 100 degrees C for 2-24 h afforded the desired products 5 in 25-78% yields.