一种由基介导的合成N-基-和N-基英多尔从2-基烯中
Blaine T McClay1, Katharine E Lambson1, Serge R Banini1
1C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia, 26506-6045, United States.
Tetrahedron
|September 8, 2023
概括
这项研究引入了一条新的合成途径,以获得N-alkoxyindoles和N-hydroxyindoles. 基二二二二二二酸盐与三甲氧化物和电友反应,产生这些有价值的醇衍生物.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 异环化学 异环化学
背景情况:
- 印衍生物是药物化学和材料科学中的关键支架.
- 功能化醇的高效合成,特别是N替代型变体,仍然是积极研究的领域.
研究的目的:
- 开发一种新的序列反应,用于合成N-alkoxyindoles和N-hydroxyindoles.
- 探索在这种转换中使用不同的基和电友的范围和局限性.
主要方法:
- 用三氧化或三氧化对二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二二
- 与各种电友反应,包括基化物,二甲基硫酸盐,二甲基化物和酸无水化物.
主要成果:
- 三氧化物促进了与基化物一起形成N-alkoxyindoles.
- 三氧化物使N-氧化和N-氧化的合成成为可能.
- 甲基二硫酸盐,托西尔化物和酸无水化物分别产生了中等数量的N-metoxy-,N-tosyloxy-和N-acetoxyindoles.
结论:
- 开发的序列反应提供了一条通往N-alkoxy-和N-hydroxyindoles的多功能途径.
- 基和电的选择显著影响反应结果和产品产量.
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