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Updated: Jul 9, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
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Published on: January 3, 2018

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乙烯基聚化物 (VTP):用于乙烯基AIE转移原体的模块化试剂

Wen-Chao Gao1, Jing Fan1, Ya-Feng Wei1

  • 1College of Biomedical Engineering, Taiyuan University of Technology, Taiyuan, 030024, China.

Organic letters
|December 1, 2023
PubMed
概括

新型的硫试剂N-维尼尔甲化物 (N-VTPs) 能够产生聚合诱导排放 (AIE) 活性分子. 这些新的AIEgens,四二维尼硫化物,显示出对细胞成像等应用的希望.

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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...
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The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl azides. In the Hofmann rearrangement, a primary amide undergoes deprotonation in the presence of a base, followed by halogenation to generate an N-haloamide. A second proton abstraction produces a stabilized anionic species, which rearranges to an isocyanate intermediate via an alkyl group migration from the carbonyl carbon to the neighboring...
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Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.
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