Effects of a Flexible Alkyl Chain on a Ligand for CuAAC Reaction

Effects of a Flexible Alkyl Chain on a Ligand for CuAAC Reaction
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DOI:
10.1021/ol101990d
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发表时间:
2010-11-05
期刊:
影响因子:
5.2
通讯作者:
Matsubara, Seijiro
Matsubara, Seijiro
中科院分区:
化学1区
文献类型:
--
作者:
Asano, Keisuke;Matsubara, Seijiro

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被正烷基取代的咪唑衍生物被证明是有效的铜(I)催化的叠氮化物-炔环加成(CuAAC)反应的配体。咪唑配体上的烷基链表现出有效的空间效应,有利于反应。烷基链的这种官能度允许甚至大体积炔的快速CuAAC反应,这在常规条件下难以进行。
Imidazole derivatives substituted by a normal alkyl group are shown to be efficient as a ligand for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. An alkyl chain on the imidazole ligands shows an efficient steric effect and benefits the reaction. Such functionalities of an alkyl chain allow a rapid CuAAC reaction of even a bulky alkyne, which has been difficult to perform under conventional conditions.