Recent advances in transition-metal-catalyzed annulations for the construction of a 1-indanone core

Abstract

Indanone-containing scaffolds are attractive synthetic targets because of their wide occurrence in many natural products, drugs and functional materials. In the last few years, enormous efforts have been devoted for...

Palladium-catalyzed addition of acylsilanes across alkynesviathe activation of a C–Si bond

“…During the course of our investigations of silyacylation reactions of 2j , we discovered that indanone derivative 4aj was formed when the reaction was carried out at higher temperature (see the ESI for the details of optimization†). Since indanone derivatives are compounds of great value as pharmaceuticals and agrochemicals, 18 we decided to optimize the reaction conditions that allow for the selective formation of indanone derivatives. Thus, the reaction of acylsilane 1a with alkyne 2j (1.2 equiv.)…”

Brønsted‐Acid‐Catalyzed One‐Pot Synthesis of β,β‐Diaryl Esters: Direct Regioselective Approach to Diverse Arrays of 3‐Aryl‐1‐indanone Cores

“…Moreover, indanones can serve as efficient chiral ligands in asymmetric synthesis [3] and are also found to have profound utility in organic light‐emitting diodes (OLEDs), dyes, and photo‐removable protecting groups [4] . A broader access to indanone products has long been practiced by transition‐metal catalyzed intramolecular cyclization and annulations [5] . Recently, Zhou ′ s group [6] explored the nickel‐catalyzed reductive cyclization of enones affording various indanones in high enantiomeric induction (Figure 1B).…”

“…[4] A broader access to indanone products has long been practiced by transition-metal catalyzed intramolecular cyclization and annulations. [5] Recently, Zhou ' s group [6] explored the nickel-catalyzed reductive cyclization of enones affording various indanones in high enantiomeric induction (Figure 1B). These reactions, however, necessitate prefunctionalized substrates and generate an equimolar quantity of metal waste.…”

Annulations involving 1-indanones to access fused- and spiro frameworks

“…[23][24][25][26][27] Due to their ample appliances in different elds, various metal-catalyzed or metal-free methodologies have been adopted to develop 1-indanone core. 28,29 Previously, Chanda and Singh published a review article on synthesis and application of 3-hydroxyindanone scaffolds covering the literature until 2015. 30 However, the last few years have witnessed the emergence of efficient protocols for the target-oriented synthesis of novel annulation products involving 1-indanone moieties.…”