Related Experiment Video

Updated: Jun 5, 2026

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

Total synthesis of phorboxazole A via de novo oxazole formation: strategy and component assembly

Bo Wang, T Matthew Hansen, Ting Wang

    Journal of the American Chemical Society
    |December 31, 2010
    PubMed

    More Related Videos

    Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines10:42

    Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

    Published on: January 3, 2018

    Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones10:17

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

    Published on: February 7, 2019

    Related Concept Videos

    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism01:26

    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism

    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...
    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview01:07

    Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

    In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
    Preparation of Epoxides03:00

    Preparation of Epoxides

    Overview
    Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
    Epoxidation with Peroxy Acids
    Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
    Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

    Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

    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).
    Preparation of 1° Amines: Azide Synthesis01:22

    Preparation of 1° Amines: Azide Synthesis

    Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
    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...
    Preparation of Diols and Pinacol Rearrangement01:57

    Preparation of Diols and Pinacol Rearrangement

    Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
    The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.