NHC catalysed trimethylsilylation of terminal alkynes and indoles with Ruppert's reagent under solvent free conditions

被引:24
作者
Arde, Panjab [1 ]
Reddy, Virsinha [1 ]
Anand, Ramasamy Vijaya [1 ]
机构
[1] Indian Inst Sci Educ & Res, Dept Chem Sci, Mohali 140306, Punjab, India
来源
RSC ADVANCES | 2014年 / 4卷 / 91期
关键词
N-HETEROCYCLIC CARBENE; GROUP-TRANSFER POLYMERIZATION; CROSS-COUPLING REACTIONS; NUCLEOPHILIC TRIFLUOROMETHYLATION; DEHYDROGENATIVE SILYLATION; ORGANOSILICON COMPOUNDS; CARBONYL-COMPOUNDS; (METH)ACRYLIC MONOMERS; PALLADIUM CATALYST; BORONIC ACIDS;
D O I
10.1039/c4ra08727e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An organo-catalytic protocol for the trimethylsilylation of terminal alkynes employing Ruppert's reagent (CF3SiMe3) as a trimethylsilyl source has been developed under solvent and fluoride free conditions. This method was found to be very effective as a variety of terminal alkynes bearing aliphatic or aromatic substituents underwent smooth transformation to their corresponding silylated products in excellent yields within a few minutes using N-heterocyclic carbene as an organo-catalyst. This methodology was also applied to the chemo-specific N-silylation of indoles.
引用
收藏
页码:49775 / 49779
页数:5
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