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Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

5.0K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
5.0K
Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

6.5K
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
6.5K
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride01:26

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

1.9K
Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation...
1.9K
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism01:14

Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism

3.7K
The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character,  phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
3.7K
Electrophilic Aromatic Substitution: Sulfonation of Benzene01:22

Electrophilic Aromatic Substitution: Sulfonation of Benzene

6.3K
Sulfonation of benzene is a reaction wherein benzene is treated with fuming sulfuric acid at room temperature to produce benzenesulfonic acid. Fuming sulfuric acid is a mixture of sulfur trioxide and concentrated sulfuric acid.
6.3K
Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

3.7K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
3.7K

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Updated: Aug 15, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation

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在近紫外线照射下对基的依赖光启动促进了用户友好的化

Naresh M Venneti1, Ganesh Samala1, Rana M I Morsy1

  • 1Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.

Journal of the American Chemical Society
|January 5, 2023
PubMed
概括

一种新的仅含的光脱硫 (POP) 方法可以有效地合成绿色. 这一突破解决了制药开发中的关键缺口,使复杂的制药更容易获得.

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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
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Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides
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[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
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科学领域:

  • 化学合成
  • 医学化学
  • 生物技术

背景情况:

  • 类是越来越重要的药物点.
  • 有效的绿色制方法对于药物开发至关重要.
  • 合成的一个显著限制是缺乏可行的工业化脱硫方法,这阻碍了对药物标的本地化学结合的使用.

研究的目的:

  • 开发一种高效,绿色和可行的脱硫方法.
  • 克服当前脱硫技术的局限性,需要大量的试剂或昂贵的催化剂.

主要方法:

  • 使用近紫外线的光脱硫反应 (POP) 的开发.
  • 优化反应条件以获得高产量和最小的试剂使用量 (1.2等于素).
  • 与各种溶剂 (包括水/缓冲剂) 的兼容性,保护策略和反应尺度 (克拉尺度) 的证明.

主要成果:

  • POP反应是干净的,高产量,并且需要显著减少的素量.
  • 该方法与敏感的功能组相兼容,包括容易氧化的氨基酸,π键,芳香环,氨基链,乙烯和糖.
  • 成功地实现了工业相关的脱硫,例如循环和类似葡萄糖1 (GLP-1(7-36)).

结论:

  • 仅用素进行光脱硫 (POP) 方法为脱硫提供了一个用户友好,多功能和高效的工具.
  • 这种方法适用于工业应用,并且与原生化学结合 (NCL) 缓冲条件相兼容.
  • 通过单二硫化降解和复杂的多重硫化证明了POP的稳定性,如利纳克洛提德,阿普罗丁因和小麦蛋白.