Methyl Trifluoroacetate as a Methylation Reagent for N−H, O−H, and S−H Functionalities under Mild Conditions,Asian Journal of Organic Chemistry

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Methyl Trifluoroacetate as a Methylation Reagent for N−H, O−H, and S−H Functionalities under Mild Conditions
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2019-07-24 , DOI: 10.1002/ajoc.201900413
Xin Zheng ₁ , Jiechun Zeng ₁ , Mindong Xiong ₁ , Jiawei Huang ₁ , Cuiyan Li ₁ , Rujin Zhou ₁ , Duoduo Xiao ₁

Affiliation

A methylation reagent for compounds bearing N−H, O−H, and S−H functionalities was developed. Methyl trifluoroacetate (MTFA) was commonly considered as trifluoroacetylating reagent or trifluoromethylating reagent. In this work, we report the methylation behavior of MTFA under mild conditions with good functional group tolerance, allowing the transformation of a wide range of substrates, including N,H‐heteroaromatic compounds, phenolic compounds, carboxylic acids, thiophenols, secondary amides and imides, in high yields. This method was preliminarily applied to the chemoselective methylation of bifunctionalized secondary amide.

中文翻译：

在温和条件下，三氟乙酸甲酯作为NH，OH和SH功能的甲基化试剂

开发了用于具有NH，OH和SH功能的化合物的甲基化试剂。三氟乙酸甲酯（MTFA）通常被认为是三氟乙酰化试剂或三氟甲基化试剂。在这项工作中，我们报告了MTFA在温和条件下具有良好的官能团耐受性的甲基化行为，从而可以转化各种底物，包括N，H-杂芳族化合物，酚类化合物，羧酸，硫酚，仲酰胺和酰亚胺，产量高。该方法初步应用于双官能化仲酰胺的化学选择性甲基化。

更新日期：2019-07-24

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