Site selective [bmIm]OH catalyzed C-C bond functionalization under green conditions

被引:10
|
作者
Ansari, Khursheed [1 ]
Lone, Ali Mohd [2 ]
Shah, Wajaht Amin [3 ]
Singh, Jagdamba [1 ]
Siddiqui, I. R. [2 ]
机构
[1] Univ Allahabad, Dept Chem, Lab Green Synth, Allahabad 211002, Uttar Pradesh, India
[2] Govt Degree Coll Women Baramulla, Dept Chem, Lab Organ Synth, Baramulla 193101, Jammu Kashmir, India
[3] Univ Kashmir, Dept Chem, Srinagar 190006, Jammu Kashmir, India
关键词
Site selectivity; bmlm]OH; Green protocol; C-C bond functionalization; Ambient conditions; BASIC IONIC LIQUID; ACTIVE METHYLENE-COMPOUNDS; MICHAEL ADDITION; EFFICIENT PROTOCOL; CARBONYL-COMPOUNDS; MATERIALS SCIENCE; N-HETEROCYCLES; CHEMISTRY; DERIVATIVES; SOLVENT;
D O I
10.1016/j.tetlet.2018.01.010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Effective methodology that activates selectively either end of a carbon-carbon triple bond requires key challenge of differentiating between the multitude of C-C bonds present in complex organic molecule. The synthetic strategy exploited the electronic biases within the substrate and successfully achieved site-selective [bmIm]OH catalyzed C-C bond functionalization under mild reaction conditions. This resulted in C-2-selective addition of phenacyl bromide on p-substituted phenyl acetylene and C-1 selective addition on the o-substituted phenyl acetylene leading to C-C bond formation. The reaction proceeded smoothly with excellent yield under ambient conditions. This report demonstrates the progress on the catalytic activity of recyclable EbrnImIOH for selective C-C bond formation. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:654 / 657
页数:4
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