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电化学脱氢 C-H 氨甲基化咪唑并吡啶及相关杂环化合物。

Electrochemical Dehydrogenative C-H Aminomethylation of Imidazopyridines and Related Heterocycles.

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.

出版信息

Chemistry. 2022 Dec 15;28(70):e202202135. doi: 10.1002/chem.202202135. Epub 2022 Oct 25.

Abstract

A facile and environmentally friendly electrochemical protocol is herein reported for the C(sp )-C(sp ) cross dehydrogenative coupling between imidazopyridines and N,N-dimethylanilines. The broad functional group compatibility includes halogens, ester, alcohol, sulfone as well as thiophene. This methodology is also suitable for benzo[d]imidazo[2,1-b]thiazole, thiazoimidazole and tetrahydroisoquinoline, and can be scaled up to 5 mmol. Mechanistic insights are discussed.

摘要

本文报道了一种简便、环保的电化学方法,用于实现咪唑并吡啶和 N,N-二甲基苯胺之间的 C(sp )-C(sp ) 交叉脱氢偶联。该方法具有广泛的官能团兼容性,包括卤素、酯、醇、砜以及噻吩。该方法也适用于苯并[d]咪唑[2,1-b]噻唑、噻唑并咪唑和四氢异喹啉,并且可以放大到 5mmol。讨论了反应机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd08/10091945/eb90d26f3e12/CHEM-28-0-g004.jpg

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