铜催化索诺加希拉型三甲基化物与基因的交叉合
Jian-Liang Yu1, Ya-Wen Zuo1, Yi-Gang Yang1
1Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
研究人员开发了一种铜催化合反应,以高效合成含有三甲基的基. 这种方法提供了一个实用的方法,可以为药物发现创造有价值的基石,克服了重要的合成挑战.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 合成化学 合成化学
背景情况:
- 在药物发现中,propargyl三甲基支架至关重要.
- 这些支架的高效合成在药物化学中是一个重大挑战.
研究的目的:
- 开发一种高效的合成方法来制造三甲基-基化合物.
- 提供一个实用的途径,以获取CF3内置的基.
主要方法:
- 铜催化索诺加希拉型交叉合反应.
- 使用三甲基化物和化物作为起始材料.
主要成果:
- 反应在温和条件下进行,具有出色的区域选择性.
- 已证明对基和基替代衍生物的广泛功能组耐受性.
- 成功合成了各种CF3结合的基因.
结论:
- 开发的方法是合成三甲基的实用和高效方法.
- 这项工作解决了一个关键的挑战,即获得药物发现的重要支架.
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相关概念视频
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.
Electrophilic Addition to Alkynes: Hydrohalogenation
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.
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.
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.
Halogenation of Alkenes
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
