Base-Promoted Reaction between N-Acyl Benzotriazoles and p-Toluenesulfonylmethyl Isocyanide (TosMIC): A Facile Synthesis of 4,5-Disubstituted Oxazoles

IF 1.7 4区化学 Q3 CHEMISTRY, ORGANIC

Synlett Pub Date : 2024-07-15 DOI:10.1055/a-2352-4950

Hui You, Daming Liu, Mengni Pan, Yue Shen, Yang Li, Wanfang Li

引用次数: 0

Abstract

We herein developed a base-promoted cyclization reaction between N-acyl benzotriazoles and p-toluenesulfonylmethyl isocyanide (TosMIC) to afford 4,5-disubstituted oxazoles. In the presence of 3 equiv of K₃PO₄, the two readily available starting materials reacted in N,N-dimethylformamide at 80 °C to give 28 examples of 4-tosyl-5-aryl, -alkyl, or -alkenyl-substituted oxazoles in moderate to high yields.

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碱促进 N-酰基苯并三唑与对甲苯磺酰甲基异氰酸酯 (TosMIC) 的反应：4,5-二取代噁唑的简单合成

我们在此开发了一种 N-酰基苯并三唑与对甲苯磺酰甲基异氰酸酯 (TosMIC) 之间的碱促进环化反应，从而得到 4,5-二取代噁唑。在 3 等量 K3PO4 的存在下，两种易得的起始原料在 80 ℃ 的 N,N-二甲基甲酰胺中发生反应，以中等至高产率得到 28 个 4-对甲苯磺酰基-5-芳基、-烷基或-烯基取代的噁唑。

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来源期刊

Synlett 化学-有机化学

CiteScore

3.40

自引率

5.00%

发文量

369

审稿时长

1 months

期刊介绍： SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.