Efficient Synthesis of 2,2-Diaryl-1,1-difluoroethenes via Consecutive Cross-Coupling Reactions of 2,2-Difluoro-1-tributylstannylethenyl p-Toluenesulfonate

被引:44
作者
Han, Seung Yeon [1 ]
Jeong, In Howa [1 ]
机构
[1] Yonsei Univ, Dept Chem & Med Chem, Wonju 220710, South Korea
基金
新加坡国家研究基金会;
关键词
POTENTIAL INHIBITORS; CARBONYL-COMPOUNDS; CYCLIZATION; KETONES; ALDEHYDES; ACIDS;
D O I
10.1021/ol1024037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:5518 / 5521
页数:4
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