钴介导的2-氨基吡啶、苯乙烯或苯乙酮选择性合成碘功能化咪唑融合杂环

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY ChemistrySelect Pub Date : 2025-01-29 DOI:10.1002/slct.202500114
Priyanka Borah, Lenida Kyndiah, Rona moni Bora, Sangeeta Chingangbam, Amarta Kumar Pal
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引用次数: 0

摘要

在本研究中,以分子碘为碘源,以1,2- dcb为溶剂,在120°C下,用钴介导的方法合成了碘化咪唑-融合杂环。以2-氨基吡啶和取代苯乙烯为原料,以较好的收率(71% ~ 84%)合成了碘化咪唑[1,2-a]吡啶。这一微调方案也被扩大到产率中等至较高的苯乙酮(66%-90%)。该方案为碘咪唑[1,2-a]吡啶的合成提供了一条简单的途径。碘咪唑[1,2-a]吡啶与苯硼酸或简单苯进一步衍生为2,3-二苯基咪唑[1,2-a]吡啶,这是一种重要的生物活性分子。此外,克级反应表明该方案具有较高的工业适用性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Cobalt-Mediated Selective Synthesis of Iodine Functionalized Imidazo-Fused Heterocycles Using 2-Aminopyridine, Styrene or Acetophenone

In this study, a cobalt-mediated approach toward the synthesis of iodinated imidazo-fused heterocycles employing molecular iodine as an iodine source, and 1,2-DCB as the sovent at 120 °C has been documented. An assortment of iodinated imidazo[1,2-a]pyridines were acquired in moderate to good yields (71%–84%) by using 2-aminopyridines and substituted styrenes as initial materials. This fine-tuned protocol has also been broadened with acetophenones in moderate to good yields (66%–90%). This protocol provides a straightforward pathway for the synthesis of iodoimidazo[1,2-a]pyridines. Iodoimidazo[1,2-a]pyridine was further derivatized to 2,3-diphenylimidazo[1,2-a]pyridine, an important biologically active molecule, with phenylboronic acid or simple benzene. Additionally, the gram scale reaction shows the high industrial applicability of the protocol.

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来源期刊
ChemistrySelect
ChemistrySelect Chemistry-General Chemistry
CiteScore
3.30
自引率
4.80%
发文量
1809
审稿时长
1.6 months
期刊介绍: ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.
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