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Related Concept Videos

α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction01:15

α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction

The method to achieve α-brominated carboxylic acids using a mixture of phosphorus tribromide and bromine is known as the Hell–Volhard–Zelinski reaction. The reaction is catalyzed by phosphorus tribromide, which can be used directly or produced in situ from red phosphorus and bromine. The mechanism comprises PBr3 catalyzed conversion of acid to acid bromide and hydrogen bromide. The acid bromide enolizes to its enol form in the presence of HBr. The nucleophilic enol attacks the bromine molecule...
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
Carboxylic Acids to Acid Chlorides01:18

Carboxylic Acids to Acid Chlorides

Carboxylic acids react with SOCl2 or PCl5 to form acid chlorides. Amongst the carboxylic acid derivatives, acid chlorides are the most reactive and synthetically important derivatives. They are useful reagents for Friedel–Crafts acylation of some aromatic compounds.
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
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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.
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Pericyclic Reactions: Introduction

Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...

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Updated: May 14, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-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

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The Pschorr Reaction: Recent Advances and Application in Heterocyclic Synthesis.

Rodrigo Abonia1, Daniel Insuasty2, Juan-Carlos Castillo3

  • 1Research Group of Heterocyclic Compounds, Department of Chemistry, Universidad del Valle, Cali A. A. 25360, Colombia.

Molecules (Basel, Switzerland)
|May 13, 2026
PubMed
Summary

The Pschorr reaction, a method for creating fused rings from diazonium salts, has seen significant advancements. New metal, photocatalysis, and ionic liquid methods now enable the synthesis of diverse bioactive heterocycles.

Keywords:
Pschorr reactiondiazonium saltsintramolecular cyclizationsmetal-catalyzed or thermal reactionssynthesis of heterocycles

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Last Updated: May 14, 2026

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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry
  • Medicinal Chemistry

Background:

  • The Pschorr reaction is a classic radical-mediated cyclization reaction involving diazonium salts.
  • It is a valuable method for constructing fused polycyclic and heterocyclic ring systems.
  • Previous reviews have summarized progress, with the last comprehensive review in 2009.

Purpose of the Study:

  • To summarize and discuss recent advances in the Pschorr reaction since 2009.
  • To highlight new synthetic methodologies and their applications.
  • To put the progress in the field into perspective.

Main Methods:

  • Metal-mediated Pschorr reactions.
  • Photocatalysis-driven Pschorr reactions.
  • Pschorr reactions utilizing ionic liquids.

Main Results:

  • Development of novel and improved methods for Pschorr cyclization.
  • Synthesis of a wider range of diverse bioactive heterocycles.
  • Expansion of the scope and efficiency of the Pschorr reaction.

Conclusions:

  • Significant progress has been made in Pschorr reaction methodologies since 2009.
  • These advances facilitate the synthesis of valuable heterocyclic compounds.
  • The Pschorr reaction continues to be a vital tool in synthetic organic chemistry.