协调激活策略使得1,2-基化基化成为可能
Jing Ren1, Junhua Xu1, Xiangxiang Kong1
1Biopharmaceutical Research Institute, West China Hospital of Sichuan University 37 Guoxue Alley Chengdu 610041 P. R. China kzli@scu.edu.cn.
Chemical science
|October 27, 2023
概括
这项研究引入了一种新的方法来激进的1,2-化化,创造复杂的分子. 新的三组分反应有效地从简单的起始材料中合成各种β-基化胺.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- 基二功能化是创建复杂分子的关键.
- 使用基组进行分子间1,2-碳化仍然是一个挑战.
研究的目的:
- 开发一种有效的方法来激进的1,2-化化.
- 为了使可访问的前体合成β-化胺.
主要方法:
- 采用了一个协调激活策略.
- 甲基过氧化物作为化试剂和氧化剂.
- 使用了涉及胺基和基的三组分反应.
主要成果:
- 成功合成了一大批β-基化胺的图书馆.
- 该协议证明了广泛的基质范围和功能组耐受性.
- 该方法被证明适用于后期阶段的功能化.
结论:
- 开发的协调激活策略有效地使基的激进1,2-基化成为可能.
- 这种方法提供了一条通往复杂β-化胺的多功能途径.
- 该协议为合成生物相关分子提供了显著的潜力.
相关概念视频
Preparation of Alkynes: Alkylation Reaction
10.2K
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.
10.2K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
7.8K
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.
7.8K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
18.2K
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.
18.2K
Preparation of Alkynes: Dehydrohalogenation
15.9K
Introduction
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
15.9K
Electrophilic Addition to Alkynes: Halogenation
8.2K
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.
8.2K
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration
8.5K
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.
8.5K


