Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole

Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
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DOI:
10.1021/acsomega.7b00988
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发表时间:
2017-08-01
期刊:
影响因子:
4.1
通讯作者:
Talaz, Oktay
Talaz, Oktay
中科院分区:
化学3区
文献类型:
--
作者:
Kocaoglu, Esma;Karaman, Muhammed A.;Talaz, Oktay

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这项研究代表了通过传统偶联和自由基过程扩展空气催化应用。活性自由基中间体是通过空气作为简单且易于获得的氧化剂氧化活化的 Ar-NH-NH2 键而产生的。为此,研究了苯肼和苯肼盐酸盐试剂用于吡咯与芳基直接芳基化的可用性。 N-甲基吡咯与芳基的简便偶联可轻松应用于无需过渡金属催化剂即可方便地直接合成C-2芳基化吡咯。
This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar-NH-NH2 bond by air as a simple and readily available oxidant. For this purpose, the usability of phenylhydrazine and phenylhydrazine hydrochloride salt reagents for the direct arylation of pyrrole with aryl radicals was investigated. The facile coupling of N-methylpyrrole with aryl radicals was easily applied for the convenient direct synthesis of C-2 arylated pyrroles without a transition-metal catalyst.