临铜催化1,2,3-终端艾伦的三功能化
Wanxiang Zhao1, John Montgomery1
1Department of Chemistry, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109-1055, United States.
这项研究引入了使用 bis ((pinacolato) diboron 和 N-cyano-N-phenyl-p-methylbenzenesulfonamide 的铜催化级联化/二酸化. 这种方法有效地合成了多种类型的化物,用于进一步的化学转化.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 终端艾伦是多功能合成前体.
- 氧化和二氧化是重要的功能化反应.
- 复杂分子合成需要有效的催化方法.
研究的目的:
- 开发一种新的终端烯级联化/二氧化反应.
- 探索由此产生的化产品的合成实用性.
主要方法:
- 使用 bis ((pinacolato) diboron (B2Pin2) 和 N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) 的铜催化反应.
- 机械研究包括中间分析.
- 通过交叉合和异构关系的后续功能化.
主要成果:
- 有效的合成化衍生物.
- 机械洞察力揭示了一种化,其次是水化道.
- 通过随后的转换证明了对多种产品衍生品的访问.
结论:
- 已经建立了一个新的高效的铜催化级联化/终端亚伦的二氧化.
- 开发的方法提供了有价值的甲酸中间体.
- 这些产品可以接受一系列进一步的合成改造,从而扩大它们的用途.
更多相关视频
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
12:27Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
相关概念视频
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Cycloaddition Reactions: Overview
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.
Preparation of Alkynes: Dehydrohalogenation
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.
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.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
