Oxidation of thiazolo[3,2-a]pyrimidin-3(2H)-ones with DMSO and Lawesson's reagent

被引：12

作者：

Lashmanova, Eugenia A. ^{[1
]}

Kirdyashkina, Anastasiya I. ^{[1
]}

Slepukhin, Pavel A. ^{[2
]}

Shiryaev, Andrey K. ^{[1
]}

机构：

[1] Samara State Tech Univ, 244 Molodogvardeyskaya St, Samara 443100, Russia

[2] I Ya Postovsky Inst Organ Synth, 20-22 Acad Skaya,S Kovalevskoi St, Ekaterinburg 620990, Russia

来源：

TETRAHEDRON LETTERS | 2018年 / 59卷 / 12期

关键词：

Thiazolopyrimidine; Dimethyl sulfoxide; Lawesson's reagent; Oxidation; Dimerization; BIOLOGICAL EVALUATION; THIOINDIGO; DERIVATIVES; PYRIMIDINES; NORBORNENE; ACID; DYES;

D O I：

10.1016/j.tetlet.2018.02.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,2'-Dimers with a central double bond were prepared by the oxidation of 5,6-disubstituted 7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-3(2H)-ones with DMSO and Lawesson's reagent at room temperature. The role of DMSO as an oxidizing reagent was confirmed by NMR spectroscopy. The E-configuration of the central C=C bond for the two diastereomers of compound 8m was proven by single crystal X-ray data. The dimeric thiazolopyrimidines were orange or red colored and absorption bands at 283-330 and 459-476 nm were observed in the UV spectra. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：1099 / 1103

页数：5

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