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Copper-Catalyzed Formylation of Amines by using Methanol as the C1 Source.
ChemSusChem ( IF 7.5 ) Pub Date : 2020-01-09 , DOI: 10.1002/cssc.201903266
Manuel Carmona Pichardo 1 , Ghazal Tavakoli 1 , Jessica E Armstrong 1, 2 , Tobias Wilczek 1 , Bradley E Thomas 1 , Martin H G Prechtl 1, 3
Affiliation  

Cu/TEMPO catalyst systems are known for the selective transformation of alcohols to aldehydes, as well as for the simultaneous coupling of alcohols and amines to imines under oxidative conditions. In this study, such a Cu/TEMPO catalyst system is found to catalyze the N-formylation of a variety of amines by initial oxidative activation of methanol as the carbonyl source via formaldehyde and formation of N,O-hemiacetals and oxidation of the latter under very mild conditions. A vast range of amines, including aromatic and aliphatic, primary and secondary, and linear and cyclic amines are formylated under these conditions with good to excellent yields. Moreover, paraformaldehyde can be used instead of methanol for the N-formylation.

中文翻译:

通过使用甲醇作为C1源,铜催化胺的甲酰化。

已知Cu / TEMPO催化剂体系可用于将醇选择性转化为醛,以及在氧化条件下将醇和胺同时偶联至亚胺。在这项研究中,发现这种Cu / TEMPO催化剂体系可通过甲醛的甲醇的初步氧化活化,羰基甲醇的形成,N,O-半缩醛的形成和在后者的催化下的氧化,催化各种胺的N-甲酰化。非常温和的条件。在这些条件下,包括芳族和脂肪族,伯和仲,线性和环状胺在内的各种胺均以良好或优异的收率被甲酰化。而且,可以使用低聚甲醛代替甲醇来进行N-甲酰化。
更新日期:2020-02-04
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