Facile Synthesis of pai-Conjugated Heteroaromatic Compounds via Weak-Base-Promoted Transition-Metal-Free C-N Coupling
Facile Synthesis of pai-Conjugated Heteroaromatic Compounds via Weak-Base-Promoted Transition-Metal-Free C-N Coupling
复制标题
通过弱碱促进的无过渡金属 C-N 偶联轻松合成 pai 共轭杂芳族化合物
DOI：
10.1055/s-0039-1690788
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发表时间：
2020
期刊：
影响因子：
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通讯作者：
Keiji Mori
中科院分区：
文献类型：
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作者：
Takahiro Senoo;Aiko Inoue;Keiji Mori
发展了一种K2 CO 3促进的无过渡金属C-N偶联反应。当1-（2-氨基苯基）-8-碘代萘的DMSO溶液用2.5当量的K_2CO_3和5.0当量的MeI处理时，分子内C-N偶联反应即使在低温（室温）下也能顺利进行，以良好的化学产率得到各种杂芳族化合物。另外的实验表明，该反应可能是通过卤代芳烃和庞大的叔胺部分之间的不寻常的SNAr反应进行的。
A K2CO3-promoted transition-metal-free C–N coupling reaction was developed. When a solution of 1-(2-aminophenyl)-8-iodonaphthalenes in DMSO was treated with 2.5 equivalents of K2CO3and 5.0 equivalents of MeI, intramolecular C–N coupling reaction proceeded smoothly even at low temperature (room temperature) to afford various heteroaromatic compounds in good chemical yields. Additional experiments suggested that this reaction might have proceeded through an unusual SNAr reaction between haloarenes and a bulky tertiary amine moiety.