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Updated: Jan 15, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

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可扩展的跨环式环化方法对功能化的双异质环[3.n.1]anes进行了扩展

Devin P Wood1, Nicolas Hernandez1, Justin A Newman2

  • 1Department of Discovery Chemistry, Merck & Co., Inc., South San Francisco, California 94080, United States.

Organic letters
|October 14, 2025
PubMed
概括

这项研究引入了一种可扩展的环化方法,用于合成新型的异氧循环支架. 这些双循环化合物为药物化学家提供了改进的药物特性和新的功能化机会.

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Halogenation of Alkenes

Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
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.
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Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

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Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
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