Palladium-catalyzed carbonylation of thioacetates and aryl iodides for the synthesis of S-aryl thioesters

被引：38

作者：

Kim, Myungjin ^{[1
]}

Yu, Subeen ^{[1
]}

Kim, Jeung Gon ^{[2
]}

Lee, Sunwoo ^{[1
]}

机构：

[1] Chonnam Natl Univ, Dept Chem, 77 Yongbong Ro, Gwangju 61186, South Korea

[2] Chonbuk Natl Univ, Res Inst Phys & Chem, Dept Chem, Jeonju 54896, South Korea

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 16期

基金：

新加坡国家研究基金会;

关键词：

HIGHLY REGIOSELECTIVE THIOCARBONYLATION; CARBON-MONOXIDE; EFFICIENT SYNTHESIS; COUPLING REACTIONS; 1ST EXAMPLES; THIOLS; ACID; HALIDES; ALCOHOLS; ACCESS;

D O I：

10.1039/c8qo00466h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thioesters were synthesized via palladium-catalyzed carbonylation of thioacetates and aryl iodides. S-Aryl thioacetates coupled with carbon monoxide and aryl iodides to afford the desired S-aryl thioesters in good yields. The reaction showed good functional group tolerance toward fluoro, chloro, ketone, ester, aldehyde, cyano, and nitro groups. The tandem reaction of the direct S-arylation of aryl iodides from potassium thioacetate (KSAc) and subsequent carbonylation of the intermediates S-aryl thioacetates provided S-aryl thioesters in moderate-to-good yields.

引用

页码：2447 / 2452

页数：6

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