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在无金属和催化剂条件下,由腈合成 2-芳基/杂芳基恶唑啉及其抗氧化活性评价。

Synthesis of 2-aryl/heteroaryloxazolines from nitriles under metal- and catalyst-free conditions and evaluation of their antioxidant activities.

机构信息

Department of Chemistry, University of Delhi , Delhi 110 007, India.

出版信息

J Org Chem. 2014 Sep 19;79(18):8668-77. doi: 10.1021/jo501430p. Epub 2014 Sep 9.

Abstract

The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and aminoalcohols has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biologically active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. An evaluation of the antioxidant properties using the DPPH (diphenyl picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines.

摘要

在无金属和催化剂条件下,腈和氨基醇可高效合成结构多样的 2-芳基/杂芳基恶唑啉。该反应条件对各种官能团具有良好的耐受性,可在 2-芳基恶唑啉骨架中引入许多重要的生物活性片段,如唑类、稠合唑类、饱和杂环和胺类。通过 DPPH(二苯基苦基肼基)法评估抗氧化性能的结果表明,所有合成的 2-芳基/杂芳基恶唑啉中,吡咯基功能化的 2-芳基恶唑啉具有最好的抗氧化活性。

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