终端基与基化物的Cu-催化碳酸C合
1Department of Chemistry, University of Illinois at Chicago , 845 W. Taylor Street, Chicago, Illinois 60607, United States.
Journal of the American Chemical Society
|July 13, 2017
概括
铜催化使得通过和酸的化合,能够有效地合成非对称的基基. 这种方法具有很高的选择性,可以容忍各种功能组,简化了合成.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 不对称的基基是有价值的合成中间体.
- 现有的合成方法往往缺乏选择性或功能组耐受性.
- 在有机合成中,有效的催化方法对C-C键形成至关重要.
研究的目的:
- 开发一种新型的铜催化方法来合成非对称的基基.
- 在终端和酸的合中实现高化学和区域选择性.
- 探索和基基的直接合成的自组序列.
主要方法:
- 铜催化碳化合物C-C合反应
- 使用终端和未激活的酸作为起始材料.
- 研究了一种涉及合和随后减少的自动合工艺.
主要成果:
- 成功合成了具有高化学和区域选择性的非对称基.
- 在初级和二级酸中对多种功能群的耐受性已被证明.
- 提出了一种涉及基铜中间体和单个电子转移的激素碳化机制.
结论:
- 开发了一种多功能且高效的Cu催化方法,用于基基合成.
- 这种方法在温和的条件下提供了有价值的结构.
- 拟议的机制提供了对铜介导激素碳化途径的洞察力.
相关概念视频
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
9.2K
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.
9.2K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
21.6K
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.
21.6K
Preparation of Alkynes: Alkylation Reaction
12.4K
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
12.4K
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
11.1K
Introduction
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.
11.1K
Electrophilic Addition to Alkynes: Hydrohalogenation
11.7K
Electrophilic addition of hydrogen halides, HX (X = Cl, Br or I) to alkenes forms alkyl halides as per Markovnikov's rule, where the hydrogen gets added to the less substituted carbon of the double bond. Hydrohalogenation of alkynes takes place in a similar manner, with the first addition of HX forming a vinyl halide and the second giving a geminal dihalide.
11.7K
Electrophilic Addition to Alkynes: Halogenation
10.3K
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.
10.3K


