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以多聚甲醛为C1源的铜氢催化胺的选择性N-甲基化反应

CuH-Catalyzed Selective N-Methylation of Amines Using Paraformaldehyde as a C1 Source.

作者信息

Wang Diedie, Lang Wanglv, Wang Wan, Zou Qizhuang, Yang Chunliang, Liu Fei, Zhao Tianxiang

机构信息

Key Laboratory of Green Chemical and Clean Energy Technology, School of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, P. R. China.

出版信息

ACS Omega. 2023 Aug 9;8(33):30640-30645. doi: 10.1021/acsomega.3c04332. eCollection 2023 Aug 22.

DOI:10.1021/acsomega.3c04332
PMID:37636962
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10448681/
Abstract

Copper hydride (CuH) complexes have been proposed as key intermediates in synthesis and catalysis. Herein, we developed a highly efficient strategy for CuH-catalyzed N-methylation of aromatic and aliphatic amines using paraformaldehyde and polymethylhydrosiloxane (PMHS) under mild reaction conditions. The reaction proceeded smoothly without additives to furnish the corresponding N-methylated products using cyclic(alkyl)(amino)carbene (CAAC)CuH as a reaction intermediate, which results from a reaction between PMHS and (CAAC)CuCl.

摘要

氢化铜(CuH)配合物被认为是合成和催化过程中的关键中间体。在此,我们开发了一种高效策略,即在温和的反应条件下,使用多聚甲醛和聚甲基氢硅氧烷(PMHS),通过CuH催化实现芳香胺和脂肪胺的N-甲基化反应。该反应无需添加剂即可顺利进行,以环(烷基)(氨基)卡宾(CAAC)CuH作为反应中间体生成相应的N-甲基化产物,CAAC CuH由PMHS与(CAAC)CuCl之间的反应产生。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/f735d72679a1/ao3c04332_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/63ced3072a25/ao3c04332_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/2502a7dc2b32/ao3c04332_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/f735d72679a1/ao3c04332_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/63ced3072a25/ao3c04332_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/2502a7dc2b32/ao3c04332_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a91/10448681/f735d72679a1/ao3c04332_0004.jpg

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