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无过渡金属催化剂的α-甲基吡咯的氧化自由基芳基化反应

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

作者信息

Kocaoğlu Esma, Karaman Muhammed A, Tokgöz Hatun, Talaz Oktay

机构信息

Department of Chemistry, Kamil Özdağ Science Faculty, Karamanoğlu Mehmetbey University, 70100 Karaman, Turkey.

出版信息

ACS Omega. 2017 Aug 28;2(8):5000-5004. doi: 10.1021/acsomega.7b00988. eCollection 2017 Aug 31.

DOI:10.1021/acsomega.7b00988
PMID:31457776
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6641933/
Abstract

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-NH 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 -methylpyrrole with aryl radicals was easily applied for the convenient direct synthesis of C-2 arylated pyrroles without a transition-metal catalyst.

摘要

本研究代表了催化在空气中通过传统偶联和自由基过程的应用扩展。通过空气作为一种简单且易于获得的氧化剂氧化活化的Ar-NH-NH键,生成了一种活性游离芳基自由基中间体。为此,研究了苯肼和苯肼盐酸盐试剂用于吡咯与芳基自由基直接芳基化的适用性。-甲基吡咯与芳基自由基的简便偶联可轻松用于方便地直接合成无过渡金属催化剂的C-2芳基化吡咯。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/a5d25dafbd8a/ao-2017-00988j_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/a136a24b1593/ao-2017-00988j_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/db28972193b7/ao-2017-00988j_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/abe4d800e51b/ao-2017-00988j_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/a5d25dafbd8a/ao-2017-00988j_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/a136a24b1593/ao-2017-00988j_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/db28972193b7/ao-2017-00988j_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/abe4d800e51b/ao-2017-00988j_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a801/6641933/a5d25dafbd8a/ao-2017-00988j_0004.jpg

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