从二甲基甲酸转化为甲和反应剂:甲合成的实用方法
Jonathan T Reeves1, Christian A Malapit1, Frederic G Buono1
1Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, United States.
Journal of the American Chemical Society
|July 8, 2015
概括
一种新方法使得使用二甲基甲 (DMMN) 实现电友化,避免有毒试剂和金属. 这种方法适用于受阻的基板,甚至允许直接的C-H化.
科学领域:
- 有机化学 有机化学
- 合成方法论 合成方法论
背景情况:
- 电友化对于将基组引入有机分子至关重要.
- 传统方法通常涉及有毒试剂或过渡金属,限制了它们的适用性.
研究的目的:
- 开发一种新的,更安全,更通用的电友化方法.
- 探索使用二甲基甲 (DMMN) 作为化试剂.
主要方法:
- 从化/化中在现场生成阿里尔格林纳德或试剂.
- 转化反应与二甲基甲 (DMMN).
- 针对C-H化进行定向的正形化.
主要成果:
- 成功电友化阿里尔格里格纳德和试剂.
- 在温和的条件下,在无菌阻碍基板上证明了实用性.
- 通过定向的正正化实现了净C-H化.
- 鉴定了一种Thorpe类型的 imine adduct中间体.
结论:
- 甲基 (DMMN) 提供了对电友的安全有效替代品.
- 开发的方法提供了广泛的基质范围和温和的反应条件.
- 反应通过索尔普型的胺添加物进行,并对逆索尔普碎片化提供计算支持.
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