Ruthenium/HI-catalyzed direct hydromethylation of indoles and quinolines in DME

Literature Information

Publication Date 2023-12-07
DOI 10.1039/D3NJ03341D
Impact Factor 3.591
Authors

Pengxiang Gao, Zheng Wang, Ruotong Chang, Wei Li, Ziwei Zhao, Dexin Fu, Qingbin Liu


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Abstract

A robust diphosphine-ruthenium(II) complex has been developed that can efficiently catalyze hydromethylation of N-heteroarenes to form N-methyl saturated N-heterocycles viz the reduction of N-heterocycles coupled with C–N bond formation. Both indoles and quinolines can be transformed to their corresponding N-methyl indolines and N-methyl 1,2,3,4-tetrahydroquinolines with high conversion (e.g., 12 indoles and 9 quinolines). On the basis of a series of experiments, a possible mechanism has been proposed to account for the hydrogenation and methylation processes involved in the catalytic pathway. More importantly, this approach provides a potential route for using DME as a methyl source for the production of N-methyl saturated N-heterocycles via hydromethylation.

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New Journal of Chemistry

New Journal of Chemistry
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