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Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst  ( SCI-EXPANDED收录 EI收录)   被引量:212

文献类型:期刊文献

英文题名:Cobalt-Catalyzed Cyclization of Aliphatic Amides and Terminal Alkynes with Silver-Cocatalyst

作者:Zhang, Jitan[1];Chen, Hui[1];Lin, Cong[1];Liu, Zhanxiang[1];Wang, Chen[3];Zhang, Yuhong[1,2]

机构:[1]Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China;[2]Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China;[3]Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China

年份:2015

卷号:137

期号:40

起止页码:12990

外文期刊名:JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

收录:SCI-EXPANDED(收录号:WOS:000363002900040)、、EI(收录号:20154201411596)、Scopus(收录号:2-s2.0-84944230745)、WOS、CCR-EXPANDED(收录号:WOS:000363002900040)

基金:Funding from Natural Science Foundation of China (No. 21272205, 21472165), National Basic Research Program of China (No. 2011CB936003), and the Program for Zhejiang Leading Team of S&T Innovation (2011R50007) is acknowledged.

语种:英文

外文关键词:Amides - Aromatic compounds - Catalysis - Hydrocarbons - Silver

外文摘要:A new method of cobalt-catalyzed synthesis of pyrrolidinones from aliphatic amides and terminal alkynes was discovered through a C-H bond functionalization process on unactivated sp(3) carbons with the silver cocatalyst using a bidentate auxiliary. For the first time, a broad range of easily accessible alkynes are exploited as the reaction partner in C(sp(3))-H bond activation to give the important S-ethylidene-pyrrolidin-2-ones in a site-selective fashion. The reaction tolerates a wide variety of functional groups including F, Cl, Br, CF3, ether, cydopropane, and thiophene. Both pyridine ligand and aromatic solvent play the important role for the promotion of reactivity. This cobalt-catalyzed cyclization reaction can be successfully extended to a variety of aromatic amides to afford a variety of isoindolinones. Attractive features of this catalytic system include its low cost, easy operation, and convenient access to a wide range of pyrrolidinones and isoindolinones.

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