使用基于甲的基因作为合适的前体,用于合成新型聚 (1,2,3-三) 替代甲的甲
Fereshteh Khorasani1, Reza Ranjbar-Karimi1, Kazem Mohammadiannejad2
1Department of Chemistry, Vali-e-Asr University of Rafsanjan Rafsanjan 77176 Islamic Republic of Iran karimi_r110@yahoo.com +98-343-131-2429 +98 391 320 2162.
使用点击化学和超声波合成了新型聚 (1,2,3-三) 替代的甲. 新的方法使功能化皮里丁和二嵌入式三醇的区域选择性合成成为可能,扩大了合成能力.
科学领域:
- 有机化学 有机化学
- 材料科学 材料科学 材料科学
- 合成化学 合成化学
背景情况:
- 珀哈洛皮里丁是有机合成中的多功能构建块.
- 1,2,3-三醇是重要的异环化合物,具有多种应用.
- 点击化学为构建复杂分子提供了高效可靠的方法.
研究的目的:
- 为了合成新型的聚 (1,2,3-三) 替代的甲胺.
- 为功能化二烯和三醇开发区域选择性合成路径.
- 通过苏子-米亚乌拉合,探索嵌入双的聚 (1,2,3-三) 的合成.
主要方法:
- 终端基和酸之间的超声波辅助点击反应.
- 一个合成的阿利法性1,2,3-triazoles.
- 无催化剂的核芳香替代 (SNAr) 用于区域选择性皮里丁功能化.
- 催化苏苏基-米亚乌拉合 (SMC) 用于双合成.
主要成果:
- 通过点击反应成功合成聚 (1,2,3-三) 替代的甲 (5a-f).
- 在71%-83%的产量中有效地制备阿利法性1,2,3-三醇 (7a-d).
- 一个关键的胺中间体 (3c) 的区域选择性合成及其随后的功能化.
- 在良好的产量中合成双嵌入的多 (1,2,3-三) (10a-f).
结论:
- 该研究提出了新型含三醇的氨酸衍生物的高效和多功能合成策略.
- 超声波照射和单条件提高了反应效率和产量.
- 开发的方法为潜在的应用提供了复杂的异环结构.
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相关概念视频
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.
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.
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 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
