由化物通过N-脱-O-S-N-Ar循环生成的子[d]氧醇
Nash E Nevels1, Luke Subera1, Richard A Bunce1
1Department of Chemistry, Oklahoma State University, Stillwater, OK 74078-3071, USA.
Molecules (Basel, Switzerland)
|September 28, 2024
概括
一种新的方法通过使用N-deprotonation和O-SNAr循环化合成化物. 这种高效的合成提供了高产量,并由电子吸收组激活.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- [d]oxazole是重要的异环化合物,具有多种应用.
- 有效的合成路线对于访问这些有价值的结构至关重要.
研究的目的:
- 开发一种新的[d]oxazoles的合成方法.
- 为了研究化基前体的N-deprotonation-O-SNAr循环序列.
主要方法:
- 合成了由2-甲化物衍生出的化物.
- 在N,N-二甲基形式胺 (DMF) 中使用碳酸 (K2CO3) 实现了脱循环.
- 根据C5激活组的强度来优化反应条件.
主要成果:
- 通过N-deprotonation-O-SNAr循环化获得了高[d]oxazole的产量.
- 反应温度和时间与C5替代剂 (,,甲基,三甲基) 的取电子强度相关.
- 乙乙化物需要更长的反应时间进行循环.
结论:
- 报告的N-deprotonation-O-SNAr循环是合成[d]oxazoles的一个有效方法.
- 合成策略允许基于基板电子的可调节反应条件.
- 通过再结晶或染色学很容易实现净化.
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