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


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.

SUBMITTER: Wang D 

PROVIDER: S-EPMC10448681 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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

Wang Diedie D   Lang Wanglv W   Wang Wan W   Zou Qizhuang Q   Yang Chunliang C   Liu Fei F   Zhao Tianxiang T  

ACS omega 20230809 33


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 rea  ...[more]

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