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Synthesis and Diels–Alder Reactions of a Benzo[5]radialene Derivative

2014/07/18 by Andreas A. von Richthofen, Liliana Marzorati, Lucas C. Ducati +1 · 1 citation
Chemistry · #Synthesis and Properties of Aromatic Compounds #Molecular Spectroscopy and Structure #Cyclization and Aryne Chemistry

paper · doi:10.1021/ol5018432

openalex publication_date 2014/07/18 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/15

Abstract

Apart from their exotic structure, radialenes have been employed as precursors of more complex polycyclic molecules. In this work we report the synthesis of the first compound having the benzo[5]radialene substructure, starting from simple materials. Such a compound proved to be a convenient diene in Diels-Alder reactions, for the preparation of highly functionalized fluorenes and benzo[b]fluorenes in a quimio- and stereocontrolled fashion.

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