β‐Ketodithioesters as Versatile Building Blocks for the Diversity Oriented Synthesis of Thioamides, α‐Allylated‐Thioesters and Ketoamides,ChemistrySelect

当前位置： X-MOL 学术 › ChemistrySelect › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

β‐Ketodithioesters as Versatile Building Blocks for the Diversity Oriented Synthesis of Thioamides, α‐Allylated‐Thioesters and Ketoamides
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-07-01 , DOI: 10.1002/slct.202001807
Irom Harimala Chanu ₁ , Laishram Momota Devi ₁ , Thokchom Prasanta Singh ₁ , Sarangthem Joychandra Singh ₂ , Rajkumar Romeshkumar Singh ₁ , Okram Mukherjee Singh ₁

Affiliation

When β ‐ketodithioesters (β ‐KDEs) are treated with various electrophiles in multi‐component reactions, three types of highly substituted and densely functionalized reactive intermediates are generated in good yields. Dual role of piperidine as base and nucleophile in Knoevenagel condensation reactions of aromatic aldehydes and β ‐ketodithioesters has been observed in our investigations. Trisubstituted (Z )‐prop‐2‐en‐1‐ones have been obtained stereoselectively as a result of these condensation reactions. β ‐KDEs were further utilized in allylation reactions with allyl bromide and alkylamines leading to allylated β ‐ketodithioestersand allylated β ‐ketoamides in good yields.

中文翻译：

β-酮二硫代酯是多样性定向合成硫酰胺，α-烯丙基化硫代酸酯和酮酰胺的基础

当β-酮二硫代酸酯（β- KDEs）在多组分反应中用各种亲电试剂处理时，会以高收率生成三种类型的高度取代和高密度官能化的反应中间体。在我们的研究中，已观察到哌啶作为碱和亲核试剂在芳香醛和β-酮二硫代酯的Knoevenagel缩合反应中的双重作用。这些缩合反应的结果是立体选择性地获得了三取代的（Z）-prop-2-en-1。β- KDEs进一步用于与烯丙基溴和烷基胺的烯丙基化反应，生成烯丙基化的β-酮二硫酯和烯丙基化的β酮酰胺产量高。

更新日期：2020-07-01

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11