在Ru(II) 催化氧化C-H的4-arylquinazolin-2-ones与alkynes的spiroannulation中的作用
Chidrawar Ajay1,2, B Sridhar3,2, B V Subba Reddy1,2
1Fluoro & Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad - 500007, India. basireddy@iict.res.in.
研究人员开发了一种新方法,使用催化产生spiro[indene-1,4′-quinazolin]-2′(3′H) -one结构. 这种多功能方法有效地合成了复杂的quinazolinone支架,具有广泛的适用性.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 药用化学 医学化学
背景情况:
- 螺旋环化合物是药物化学中的重要支架.
- 开发高效的合成路径,以复杂的异环框架是一个关键的挑战.
研究的目的:
- 开发一种新的合成策略,用于spiro[indene-1,4′-quinazolin]-2′(3′H) -one框架.
- 探索4-arylquinazolin-2-ones与内部基因的螺旋缩的第一个例子.
主要方法:
- ((II) 催化并联反应. ((II) 催化并联反应.
- 使用正体-C-H键激活和螺旋化.
- 使用4-arylquinazolin-2-ones和内部基因作为基质.
主要成果:
- 已经成功合成了spiro[indene-1,4′-quinazolin]-2′(3′H) -one框架.
- 证明了第一个4-arylquinazolin-2-ones与内部基因的螺旋化.
- 实现了广泛的基质范围和高功能组耐受性.
结论:
- 开发的Ru(II) 催化策略为合成spiro[indene-1,4′-quinazolin]-2′(3′H) -one支架提供了一种多功能方法.
- 这种方法可以访问有价值的异环学框架,在药物发现中具有潜在的应用.
更多相关视频
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
相关概念视频
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
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.
Electrophilic Addition to Alkynes: Halogenation
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.
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
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.
Preparation of Alkynes: Alkylation Reaction
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.
Alkynes to Carboxylic Acids: Oxidative Cleavage
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)