Rhodium-catalyzed regio- and stereoselective 1-seleno-2-thiolation of 1-alkynes

被引:30
作者
Arisawa, M [1 ]
Kozuki, Y [1 ]
Yamaguchi, M [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/jo034990t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium complex RhH(PPh3)(4) and 1,1'-bis(diphenylphosphino)ferrocene catalyze the regio- and stereoselective additions of diaryl disulfides and diaryl diselenides to 1-alkynes giving (Z)-1-arylseleno-2-arylthio-1-alkenes. The catalyst promotes the addition reaction of dibutyl disulfide and dibutyl diselenide to 1-octyne with a similar selectivity giving (Z)-1-butylseleno-2-butylthio-1-octene but with a lower catalytic activity. The same product is obtained with a higher yield, when excess dibutyl disulfide is used against dibutyl diselenide in the presence of RhH(PPh3)(4) and 1,4-diphenylphosphinobutane.
引用
收藏
页码:8964 / 8967
页数:4
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