Continuous Flow Synthesis of α-Trifluoromethylthiolated Esters and Amides from Carboxylic Acids: a Telescoped Approach

被引：5

作者：

Franco, Francesca ^{[1
]}

Meninno, Sara ^{[1
]}

Lattanzi, Alessandra ^{[1
]}

Puglisi, Alessandra ^{[2
]}

Benaglia, Maurizio ^{[2
]}

机构：

[1] Univ Salerno, Dipartimento Chim & Biol A Zambelli, I-84084 Fisciano, Italy

[2] Univ Milan, Dipartimento Chim, I-20133 Milan, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 20期

基金：

欧盟地平线“2020”;

关键词：

CHEMISTRY; FLUORINE;

D O I：

10.1021/acs.joc.1c01270

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A continuous flow approach to access alpha-trifluoromethylthiolated esters and amides using commercially available arylacetic acids and N-(trifluoromethylthio)phthalimide as the electrophilic reagent is described. The experimental protocol involves the in-flow conversion of the carboxylic acid into N-acylpyrazole followed by the alpha-trifluoromethylthiolation in a PTFE coil reactor and final reaction with primary or secondary amines, or alcohols, to afford in a telescoped process alpha-substituted SCF3 amides and esters, respectively, in good overall yield and short reaction times.

引用

页码：14207 / 14212

页数：6

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