Recent Advances in the Synthesis of Indanes and Indenes

Abstract

Indanes and indenes are among the most important carbocycles. Many indane and indene derivatives have shown important pharmacological activities, and the indane and indene nuclei are structural motifs present in several natural products of biological relevance. In spite of their importance, only a few reviews on their preparation methods have appeared so far in the literature, the most recent ones being published about ten years ago. The present Review is aimed at filling this gap, presenting some of the most important and innovative approaches to indanes and indenes that have been published in the course of the last ten years (coverage: from 2005 to May, 2015).

Palladium‐Catalyzed Tunable Carbonylative Synthesis of Enones and Benzofulvenes

“…It is generallyk nown that indene derivative, including methyleneindene (benzofulvene),i so ne of the most important carbocycles in organic chemistry.T his framework presents frequently in many natural products and biologically active compounds. [30] Owing to the importance of this structure, we optimized the reaction conditions for the formation of 5a (see details in the Supporting Information). [27][28][29] Severals trategies have been developed for the synthesis of 1H-indenes and benzofulvenes.…”

A Gold(I)‐Catalyzed Domino Coupling of Alcohols with Allenes Enables the Synthesis of Highly Substituted Indenes

“…Polysubstituted indene derivatives are particularly important bicyclic scaffolds . Many of these form the core of biologically relevant substances, including antitumor, antiallergic, herbicidal, fungicidal, and antimicrobial compounds –.…”

“…Among the many methods reported for the synthesis of these compounds, one of the most important approaches is based on intramolecular Friedel–Crafts‐type reactions –. In a recent example, Toullec and co‐workers reported the N ‐iodosuccinimide(NIS)‐induced cyclization of allenes leading to substituted 2‐iodoindenes (Scheme a), which can then be further functionalized.…”

Recent Advances in the Synthesis of Indenes

“…The synthetic methods to indenes have last been reviewed in 2016 . With the present mini‐review we cover the last four years (2016–2019), in which many papers and new methodologies dealing with the preparation of indenes have appeared.…”