Synthesis ( IF 2.6 ) Pub Date : 2018-01-11 , DOI: 10.1055/s-0036-1591873 Jürgen Martens , Torben Schlüter , Nils Frerichs , Marc Schmidtmann
‡ These authors contributed equally to this work.
Abstract
This work describes the synthesis of compounds containing thiazolidine and propargylamidic motifs. Their preparation follows a synthetic route containing two multicomponent reactions. First, the Asinger four-component reaction is used to prepare 3-thiazolines and 3-oxazolines. Secondly, these heterocyclic imines are converted into propargylamides by a copper-catalyzed three-component reaction using acyl chlorides and terminal alkynes. The synthetic route is characterized by mild conditions and many functional groups are tolerated. The formation of an unexpected α-alkynoxyamide is also presented.
This work describes the synthesis of compounds containing thiazolidine and propargylamidic motifs. Their preparation follows a synthetic route containing two multicomponent reactions. First, the Asinger four-component reaction is used to prepare 3-thiazolines and 3-oxazolines. Secondly, these heterocyclic imines are converted into propargylamides by a copper-catalyzed three-component reaction using acyl chlorides and terminal alkynes. The synthetic route is characterized by mild conditions and many functional groups are tolerated. The formation of an unexpected α-alkynoxyamide is also presented.
中文翻译:
连续多组分反应:合成3-酰基-4-炔基取代的1,3-噻唑烷
‡这些作者对这项工作做出了同等的贡献。
抽象的
这项工作描述了包含噻唑烷和炔丙基酰胺基序的化合物的合成。它们的制备遵循包含两个多组分反应的合成路线。首先,使用Asinger四组分反应制备3-噻唑啉和3-恶唑啉。其次,这些杂环亚胺通过使用酰氯和末端炔烃的铜催化三组分反应转化为炔丙基酰胺。合成途径的特征是温和的条件,并且可以容忍许多官能团。还提出了意外的α-炔氧基酰胺的形成。
这项工作描述了包含噻唑烷和炔丙基酰胺基序的化合物的合成。它们的制备遵循包含两个多组分反应的合成路线。首先,使用Asinger四组分反应制备3-噻唑啉和3-恶唑啉。其次,这些杂环亚胺通过使用酰氯和末端炔烃的铜催化三组分反应转化为炔丙基酰胺。合成途径的特征是温和的条件,并且可以容忍许多官能团。还提出了意外的α-炔氧基酰胺的形成。