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Deaminative Reductive Methylation of Alkylpyridinium Salts
Organic Letters ( IF 5.2 ) Pub Date : 2021-08-31 , DOI: 10.1021/acs.orglett.1c02458
Olivia P Bercher 1 , Shane Plunkett 1 , Thomas E Mortimer 1 , Mary P Watson 1
Affiliation  

Methyl groups can imbue valuable properties in organic molecules, often leading to enhanced bioactivity. To enable efficient installation of methyl groups on simple building blocks and in late-stage functionalization, a nickel-catalyzed reductive coupling of secondary Katritzky alkylpyridinium salts with methyl iodide was developed. When coupled with formation of the pyridinium salt from an alkyl amine, this method allows amino groups to be readily transformed to methyl groups with broad functional group and heterocycle tolerance.

中文翻译:

烷基吡啶鎓盐的脱氨基还原甲基化

甲基可以赋予有机分子有价值的特性,通常会提高生物活性。为了在简单的结构单元和后期功能化中有效地安装甲基,开发了一种镍催化的二级 Katritzky 烷基吡啶鎓盐与甲基碘的还原偶联。当与从烷基胺形成吡啶鎓盐结合时,该方法允许氨基很容易地转化为具有广泛官能团和杂环耐受性的甲基。
更新日期:2021-09-17
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