Related Experiment Video
Updated: Sep 11, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
TfOH-Mediated Cascade Cyclization of Conjugated Enynes to Access Benzofluorenones
Komal Goel1, Gedu Satyanarayana1
1Department of Chemistry, Indian Institute of Technology, Hyderabad, Kandi 502 284, Sangareddy, Telangana, India.
Abstract:
Benzofluorenones are significant molecular entities, constituting a wide variety of compounds of diverse applications. This report describes the rapid construction of benzofluorenone scaffolds through the acid-mediated cascade cyclization of easily accessible precursors with a 1,5-enyne conjugated system. The strategy exhibits a broad substrate scope, yielding products with distinct structural features. Additionally, several postsynthetic modifications were carried out, demonstrating the versatility and effectiveness of this approach in generating complex molecular architectures. Solvatochromism studies have also been conducted.
More Related Videos
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
08:12A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Thermal and Photochemical Electrocyclic Reactions: Overview
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Benzene to Phenol via Cumene: Hock Process
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.