催化选择性-通过借用方法对氨基与酒精的化
Rahul Upadhyay1,2, Sushil K Maurya1,2
1Chemical Technology Division, CSIR-Institute of Himalayan Bioresource Technology Palampur, Himachal Pradesh 176 061, India.
The Journal of organic chemistry
|December 4, 2023
概括
这项研究引入了一种新的催化方法,用于使用酒精对氨基的N-化. 这种高效的工艺产生有价值的N-化胺,对于药物开发至关重要.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 绿色化学 绿色化学
背景情况:
- 氨基的N-化在制药中至关重要.
- 现有的方法通常使用贵金属.
- 地球上丰富的催化剂非常受欢迎.
研究的目的:
- 开发一种新的催化N-化协议.
- 为了利用借用/自转移反应.
- 为了使各种氨基的选择性单化.
主要方法:
- 使用基于的催化剂.
- 使用酒精作为化剂.
- 进行借用或自转移反应.
主要成果:
- 实现了各种替代 (异质) 芳氨酸的选择性单基化.
- 获得良好的至优秀的收益率,高达97%.
- 合成了32种N-化胺,使用地球丰富的金属催化剂.
结论:
- 催化为N-化提供了一条有效的途径.
- 该协议适用于广泛的氨基.
- 这项工作扩大了催化剂在有机合成中的用途.
相关概念视频
Preparation of Amines: Reduction of Amides and Nitriles
2.4K
Nitriles can be reduced to primary amines using reducing agents like lithium aluminum hydride or catalytic hydrogenation. The reduction introduces an amino group with an extra carbon in the skeleton. Nitriles are formed from the reaction between alkyl halides and sodium cyanide through the SN2 mechanism. Primary alkyl halides are the preferred substrates to prepare nitriles.
Amides can be reduced to primary, secondary, and tertiary amines using catalytic hydrogenation, active metals like Fe,...
Amides can be reduced to primary, secondary, and tertiary amines using catalytic hydrogenation, active metals like Fe,...
2.4K
Nitriles to Amines: LiAlH4 Reduction
3.5K
Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. The reaction requires two equivalents of the reducing agent. The reducing agent acts as a source of hydride ions.
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
3.5K
Preparation of Amines: Alkylation of Ammonia and Amines
3.4K
Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
3.4K
α-Alkylation of Ketones via Enolate Ions
3.1K
Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the...
3.1K
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
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


