Oxidative C(sp3)–H amidation of tertiary arylamines with nitriles
Autor: | Guo Tang, Binzhou Lin, Shanshan Shi, Yiqun Cui, Yufen Zhao, Yupei Liu |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
Addition reaction 010405 organic chemistry Organic Chemistry Iodide chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry Nitrogen Copper 0104 chemical sciences Lewis acid catalysis chemistry Nucleophile Radical initiator Dehydrogenation |
Zdroj: | Organic Chemistry Frontiers. 5:2860-2863 |
ISSN: | 2052-4129 |
DOI: | 10.1039/c8qo00794b |
Popis: | The first amidation of tertiary arylamines with nitriles via a cascade dehydrogenation/heterocoupling/addition reaction between α-C–H bonds of tertiary amines and nitrogen atoms of nitriles has been developed. The use of copper(I) iodide as a Lewis acid catalyst, N-hydroxyphthalimide as a free radical initiator, and 2,2,6,6-tetramethylpiperidine 1-oxyl as not only an oxidant but also a nucleophile enabled the conversion of tertiary aromatic amines with nitriles into secondary amides. |
Databáze: | OpenAIRE |
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