通过可见光诱导的N-异环碳酸催化剂实现基的基化
Ming-Lei Jin1,2, Yi-Xiong Dong1,2, Zhong-Hua Gao1,2
1Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, 100190 Beijing, China.
Organic letters
|February 20, 2024
概括
这项研究引入了一种使用可见光N- heterocyclic carbene (NHC) 催化方法对基的新型基化. 该方法在温和的,没有光催化剂的条件下有效地产生有价值的γ-基酸盐.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 摄影化学的使用.
背景情况:
- N-异环碳 (NHCs) 是多功能器官催化剂.
- 可见光光催化剂提供了可持续的合成途径.
- 基化对于合成有机化合物至关重要.
研究的目的:
- 开发一种用于基化基的新方法.
- 为了利用可见光诱导的NHC催化剂进行这种转换.
- 在温和高效的条件下合成γ-基酸盐.
主要方法:
- 可见光辐射. 可见光辐射.
- 在N- heterocyclic carbene (NHC) 催化过程中.
- 基因与氧基酸盐的反应.
主要成果:
- 取得了成功的基基化.
- 一系列的γ-基酸盐在中等到良好的产量中被合成.
- 该协议显示了温和的条件,良好的功能组耐受性,并且没有光催化剂.
结论:
- 开发的方法提供了一条有效的途径,以 γ-基酸盐.
- 拟议的机制涉及激发的布雷斯洛酸中间体和单电子转移.
- 这项工作扩大了NHC催化反应和有机合成的范围.
相关概念视频
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
7.7K
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.
7.7K
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
3.4K
The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
3.4K
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview
7.7K
The Wittig reaction is the conversion of carbonyl compounds-aldehydes and ketones-to alkenes using phosphorus ylides, or the Wittig reagent. The reaction was pioneered by Prof. Georg Wittig, for which he was awarded the Nobel Prize in Chemistry.
7.7K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
18.0K
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.
18.0K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.3K
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...
3.3K
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
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)

