利用微波辅助化学实现快速并行合成环状异硫脲和胍的方法。

A fast and parallel route to cyclic isothioureas and guanidines with use of microwave-assisted chemistry.

作者信息

Sandin Helena, Swanstein Marie-Louise, Wellner Eric

机构信息

Department of Drug Discovery, Active Biotech AB, Box 724, 22007 Lund, Sweden.

出版信息

J Org Chem. 2004 Mar 5;69(5):1571-80. doi: 10.1021/jo030338m.

DOI:10.1021/jo030338m

PMID:14987013

Abstract

A fast and simple approach to novel cyclic isothioureas and related guanidine derivatives is presented in this study. The construction of the central basic scaffolds is achieved solely by the application of microwave-assisted chemistry, without any need of activating agents or protecting group manipulations. The product formation of various substituted guanidines from the corresponding isothiouronium salts was controlled by the nucleophilicity of the counterion and influenced by the reaction temperature. Further, a new fast-track access to tetrahydropyrimidin-2-ylamines was developed.

摘要

本研究提出了一种快速简便的合成新型环状异硫脲及其相关胍衍生物的方法。中心碱性骨架的构建仅通过微波辅助化学实现，无需任何活化剂或保护基操作。由相应的异硫脲鎓盐生成各种取代胍的产物形成受抗衡离子亲核性控制，并受反应温度影响。此外，还开发了一种新的快速合成四氢嘧啶-2-基胺的方法。