催化Rh (III) 抗核化以获取多种异环
Noah Wagner-Carlberg1, Julia R Dorsheimer1, Tomislav Rovis1
1Department of Chemistry, Columbia University, New York, New York 10027, United States.
概括
这项研究引入了一种新的Rh (III) 催化方法,用于基核胺化,使得从简单的原料中直接形成胺和各种异环化合物.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 在构建分子复杂性方面, 二功能化是关键.
- 核金属化,通常是金属催化,形成C-Nu和C-M键,对异环有用.
- 通过核金属化直接安装胺基具有挑战性,并且方法通常仅限于一种核爱类型.
研究的目的:
- 开发一种用于Rh (III) 催化基胺的一般方法.
- 克服现有的核金属化技术在化物安装和核友范围上的局限性.
主要方法:
- (III) 催化与核友的反应.
- 使用结合的核友来形成异环核.
- 由此产生的金属物种的后续功能化.
主要成果:
- 通过Rh (III) 催化证明了基核胺化的一种一般方法.
- 已经成功形成了多种类型的异环核.
- 可以直接安装胺,这是一个罕见的转化.
结论:
- 开发的方法为基功能化提供了一种多功能方法.
- 为合成含有胺的有价值异环提供了一条新途径.
- 扩大核金属化反应的范围.
相关概念视频
Electrophilic Addition to Alkynes: Halogenation
8.7K
Introduction
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
8.7K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
8.1K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
8.1K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
18.9K
Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
18.9K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.4K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
3.4K
Radical Anti-Markovnikov Addition to Alkenes: Overview
3.6K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
3.6K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
2.3K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
2.3K


