Fast Ga(OTf)3-catalyzed 3-catalyzed nucleophilic substitution of propargyl alcohols

被引:0
|
作者
Liu, Huili [1 ]
Jin, Yun [1 ]
Zhang, Shunji [1 ]
机构
[1] Huaibei Normal Univ, Coll Chem & Mat Sci, Huaibei 235000, Peoples R China
关键词
Ga(OTf)3; 3; catalyzed; fast; propargyl alcohol; nucleophile; nucleophilic substitution; RECYCLABLE CATALYST; C-N; EFFICIENT; ACID; HETEROCYCLES; ACTIVATION;
D O I
10.24820/ark.5550190.p012.206
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various nucleophiles(6-nitroindole, 6-chloroindole, phenol, anisole, and furan) underwent rapid alkylation with propargyl alcohols in the presence of 5 mol % gallium(III) triflate under mild conditions to produce the corresponding products. The reactions can be performed in an undried solvent under air atmosphere in short reaction times and provide good yields. In most cases, the reactions completed within 10 min.
引用
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页数:11
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