DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide （DFPB） in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonat...DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide （DFPB） in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph3P＋CF2 , but also converts the difluorocarbene generated from ylide Ph3P＋CF2- into trifiuoromethyl anion, finally resulting in the trifluoromethy- lation of aryl iodides. The reactions proceeded smoothly to afford expected products in moderate to good yields.展开更多
Difluoromethylene phosphobetaine(Ph_(3)P^(+)CF_(2)CO_(2)^(-),PDFA),a known difluorocarbene reagent,was found to be able to efficiently trifluoromethylate terminal alkynes in the presence of Cu(I)and potassium fluoride...Difluoromethylene phosphobetaine(Ph_(3)P^(+)CF_(2)CO_(2)^(-),PDFA),a known difluorocarbene reagent,was found to be able to efficiently trifluoromethylate terminal alkynes in the presence of Cu(I)and potassium fluoride.The transformation proceeded smoothly to afford the corresponding trifluoromethylated acetylenes in moderate yields.展开更多
The copper-mediated trifluoromethylation of terminal alkynes with S-（trifluoromethyl）diarylsulfonium salt has been carefully investigated. The reactions proceeded smoothly to afford trifluoromethylated acetylenes in...The copper-mediated trifluoromethylation of terminal alkynes with S-（trifluoromethyl）diarylsulfonium salt has been carefully investigated. The reactions proceeded smoothly to afford trifluoromethylated acetylenes in moderate to good yields. This approach is a convenient method to synthesize a variety of functional trifluoromethylated acetylenes.展开更多
文摘DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide （DFPB） in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph3P＋CF2 , but also converts the difluorocarbene generated from ylide Ph3P＋CF2- into trifiuoromethyl anion, finally resulting in the trifluoromethy- lation of aryl iodides. The reactions proceeded smoothly to afford expected products in moderate to good yields.
基金The authors thank the National Natural Science Foundation of China(NSFC)(Nos.21032006,21172240)the 973 Program of China(No.2012CBA01200)the Chinese Academy of Sciences for financial support.
文摘Difluoromethylene phosphobetaine(Ph_(3)P^(+)CF_(2)CO_(2)^(-),PDFA),a known difluorocarbene reagent,was found to be able to efficiently trifluoromethylate terminal alkynes in the presence of Cu(I)and potassium fluoride.The transformation proceeded smoothly to afford the corresponding trifluoromethylated acetylenes in moderate yields.
基金Acknowledgement We thank the National Natural Science Foundation of China （Nos. 21032006, 21172240）, the 973 Program of China （No. 2012CBA01200）, the Chinese Academy of Sciences for financial support.
文摘The copper-mediated trifluoromethylation of terminal alkynes with S-（trifluoromethyl）diarylsulfonium salt has been carefully investigated. The reactions proceeded smoothly to afford trifluoromethylated acetylenes in moderate to good yields. This approach is a convenient method to synthesize a variety of functional trifluoromethylated acetylenes.
