Monoselective N-Methylation of Amides, Indoles, and Related Structures Using Quaternary Ammonium Salts as Solid Methylating Agents
作者:Johanna Templ、Edma Gjata、Filippa Getzner、Michael Schnürch
DOI:10.1021/acs.orglett.2c02766
日期:2022.10.14
We herein report the use of phenyl trimethylammonium iodide (PhMe3NI) as a safe, nontoxic, and easy-to-handle reagent for an absolutely monoselective N-methylation of amides and related compounds as well as for the N-methylation of indoles. In addition, we expanded the method to N-ethylation using PhEt3NI. The ease of operational setup, high yields of ≤99%, high functional group tolerance, and especially
我们在此报告了使用苯基三甲基碘化铵 (PhMe 3 NI) 作为一种安全、无毒且易于处理的试剂,用于酰胺和相关化合物的绝对单选择性 N-甲基化以及吲哚的 N-甲基化。此外,我们将该方法扩展到使用 PhEt 3 NI 的 N-乙基化。易于操作设置、≤99% 的高产率、高官能团耐受性,尤其是对酰胺的优异单选择性,使该方法对生物活性化合物的后期甲基化具有吸引力。