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一种合成新型杂环体系的通用方法:嘧啶并[2,1-f][1,2,4]三嗪

A Universal Method for the Synthesis of new Heterocyclic Systems: Pyrimido[2,1-f][1,2,4]triazines.

作者信息

Sirakanyan Samvel N, Spinelli Domenico, Geronikaki Athina, Kartsev Victor G, Hakobyan Elmira K, Jughetsyan Hasmik V, Yegoryan Hasmik A, Hovakimyan Anush A

机构信息

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Science of Republic of Armenia, Institute of Fine Organic Chemistry of A. L. Mnjoyan, Armenia, 0014, Yerevan, Ave. Azatutyan 26.

Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum-Università di Bologna, Via F. Selmi 2, Bologna, 40126, Italy.

出版信息

ChemistryOpen. 2025 Jun;14(6):e202400379. doi: 10.1002/open.202400379. Epub 2025 Jan 31.

Abstract

The synthesis of pyrimido[2,1-f][1,2,4]triazines was performed in four steps. Compounds obtained by acylation of the starting amino esters of thieno[2,3-b]pyridines were reacted with various amines. The resulting amino derivatives underwent cyclization in the presence of hydrazine hydrate leading to new aminomethyl derivatives of thieno[3,2-d]pyrimidines. Further cyclization of the latter resulted to the synthesis of new unique heterocyclic systems: pyrido[3'',2'':4',5']thieno[3',2':4,5]pyrimido[2,1-f][1,2,4]triazines. The uniqueness of these systems lies in the fact that even the combination of the last two cycles represents a new heterocyclic system.

摘要

嘧啶并[2,1-f][1,2,4]三嗪的合成分四步进行。通过噻吩并[2,3-b]吡啶起始氨基酯的酰化反应得到的化合物与各种胺反应。所得氨基衍生物在水合肼存在下进行环化反应,生成噻吩并[3,2-d]嘧啶的新氨基甲基衍生物。后者的进一步环化反应导致合成了新的独特杂环体系:吡啶并[3'',2'':4',5']噻吩并[3',2':4,5]嘧啶并[2,1-f][1,2,4]三嗪。这些体系的独特之处在于,即使最后两个环的组合也代表了一种新的杂环体系。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd79/12138049/37f2e42adbf0/OPEN-14-e202400379-g008.jpg

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