Related Experiment Video
Updated: May 29, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
1,2-Benzoquinones in Diels-Alder reactions, dipolar cycloadditions, nucleophilic additions, multicomponent reactions
Vijay Nair1, Rajeev S Menon, Akkattu T Biju
1Organic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR), Trivandrum 695 019, India. vijaynair_2001@yahoo.com
Abstract:
A brief account of the recent developments in the chemistry of 1,2-benzoquinones is presented in this tutorial review. The title compounds exhibit commendable versatility in both Diels-Alder and dipolar cycloaddition reactions. They have also been employed as electrophilic reaction partners in nucleophile-triggered catalytic processes and related multicomponent reactions. These, along with other reactions described here, lead to the synthesis of densely functionalised carbocyclic and heterocyclic frameworks that are otherwise difficult to access.
Related Concept Videos
Cycloaddition Reactions: Overview
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction: Characteristics of Dienophiles
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends on...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Cycloaddition Reactions: MO Requirements for Thermal Activation

