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异腈、醇类或硫醇与单质硫之间的新型三组分反应:一种温和的、无催化剂制备硫代氨基甲酸盐和二硫代氨基甲酸盐的方法。

A novel three-component reaction between isocyanides, alcohols or thiols and elemental sulfur: a mild, catalyst-free approach towards -thiocarbamates and dithiocarbamates.

作者信息

Németh András György, Keserű György Miklós, Ábrányi-Balogh Péter

机构信息

Hungarian Academy of Sciences, Research Centre for Natural Sciences, Institute of Organic Chemistry, Medicinal Chemistry Research Group, 1519 Budapest, POB 286, Hungary.

出版信息

Beilstein J Org Chem. 2019 Jul 10;15:1523-1533. doi: 10.3762/bjoc.15.155. eCollection 2019.

Abstract

A new multicomponent reaction has been developed between isocyanides, sulfur and alcohols or thiols under mild reaction conditions to afford -thiocarbamates and dithiocarbamates in moderate to good yields. The one-pot reaction cascade involves the formation of an isothiocyanate intermediate, thus a catalyst-free synthesis of isothiocyanates, as valuable building blocks from isocyanides and sulfur is proposed, as well. The synthetic procedure suits the demand of a modern organic chemist, as it tolerates a wide range of functional groups, it is atom economic and easily scalable.

摘要

在温和的反应条件下,异腈、硫与醇或硫醇之间已开发出一种新的多组分反应,以中等至良好的产率生成硫代氨基甲酸盐和二硫代氨基甲酸盐。该一锅反应串联涉及异硫氰酸酯中间体的形成,因此还提出了一种由异腈和硫无催化剂合成异硫氰酸酯的方法,异硫氰酸酯是有价值的结构单元。该合成方法符合现代有机化学家的需求,因为它能耐受多种官能团,具有原子经济性且易于放大。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b57/6633899/ec1ecc72b7ef/Beilstein_J_Org_Chem-15-1523-g002.jpg

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