96286-65-6

Upstream product

• 1679-18-1 4-Chlorophenylboronic acid 
• 405161-48-0 2,3-dibromoinden-1-one 
• 1820-42-4 bis(4-chlorophenyl)acetylene 
• 19264-68-7 9-benzoyl-9H-carbazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 65-85-0 benzoic acid 
• 611-73-4 Benzoylformic acid 
• 93-58-3 benzoic acid methyl ester 
• 611-71-2 MANDELIC ACID 
• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Synthesis of Indenones Via Palladium-Catalyzed Carbonylation with Mo(CO)6 as a CO Surrogate

Transition-metal-catalyzed carbonylation of alkynes has emerged as a powerful engine for the synthesis of indenone compounds. Herein, we reported the development of an effective Pd-catalyzed ligand-free carbonylation of o-bromoaryl iodides with alkynes to afford indenone compounds. A broad range of functional groups on o-bromoaryl iodides and alkynes were tolerated in this protocol, giving carbonylation products. Furthermore, considering the factors of safety and operability, Mo(CO)6 was introduced into the reaction as a carbonyl source. Mechanistic investigations suggested that the reaction proceeded through sequential oxidative addition, alkyne insertion, carbonyl insertion, and reductive elimination steps to produce the observed carbonylation indenone products. Moreover, the indenones obtained with Mo(CO)6 as a CO surrogate can be functionalized to form synthetic useful derivatives via an environmentally friendly way.

Mechanochemical Solvent-Free Synthesis of Indenones from Aromatic Carboxylic Acids and Alkynes

The mechanochemical solvent-free synthesis of indenones from aromatic carboxylic acids and alkynes was achieved through triflic anhydride (Tf2O)-induced cyclization reaction. A variety of indenones including a bioactive PPARγagonist were obtained in up to 90% yield at room temperature. The present protocol has the advantages of mild reaction conditions, high reaction efficiency, and feasibility of scalable synthesis, providing a facile and sustainable route to diverse indenones.

Synthesis of indenones through rhodium(III)-catalyzed [3+2] annulation utilizing a recyclable carbazolyl leaving group

The rhodium(III)-catalyzed annulative coupling of 9-ben-zoylcarbazoles with internal alkynes proceeds efficiently through ortho CH and CN bond cleavages. This reaction provides direct access to variously substituted indanone derivatives. The carbazolyl leaving group can be readily recovered and reused for preparing the starting materials.

Synthesis method for 2,3-diphenyl-1H-indene-1-one derivatives

The invention discloses a synthesis method for 2,3-diphenyl-1H-indene-1-one derivatives. The synthesis method comprises the steps of: adding benzoyl formic acid, a diphenyl acetylene compound, pentamethyl cyclopentadiene dichloride iridium, copper acetate, silver hexafluoroantimonate and a silver hexafluoroantimonate into an organic solvent; heating for reaction in the presence of air; and after the reaction, carrying out post-treatment to obtain the 2,3-diphenyl-1H-indene-1-one derivative. The method synthesizes the 2,3-diphenyl-1H-indene-1-one derivative in one step through simple and easilyavailable raw materials, so that the conversion efficiency is high and the atomic economical benefit is good. Meanwhile, the synthetic method is simple to operate, high in reaction yield and wide inprimer adaptability.

Efficient indenones synthesis via iridium-catalyzed decarboxylative annulation between 2-oxo-2-phenylacetic acids and alkynes

Efficient iridium-catalyzed decarboxylative annulation reactions between 2-oxo-2-phenylacetic acids and alkyne derivatives has been achieved. [IrCp*Cl2]2 with a (CH3OC6H4)3P ligand, AgSbF6 and Cu(OAc)2 additives was the most efficient catalytic system for this transformation. This reaction is suitable for a broad range of alkynes and 2-oxo-2-phenylacetic acids and a variety of indenone derivatives were obtained in medium to high yields. This work provides an efficient approach for the construction of indenones by iridium–catalyzed decarboxylative annulation.

Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes

The palladium(ii)-catalyzed carbocyclization of benzenecarbaldehydes with internal alkynes to afford 2,3-disubstituted indenones was reported. The annulation reaction proceeded through the transmetalation of Pd(ii) with an aromatic aldehyde and the insertion of internal alkynes, followed by cyclization via the intramolecular nucleophilic addition of intermediate organopalladium(ii) species to the aldehyde group. This reaction proceeded in moderate to good yields with high regioselectivity.

Ferrocene-Initiated Oxidative Cyclization of Benzaldehyde with Alkyne: New Strategy to Substituted Indenones

A ferrocene-initiated oxidative cyclization of benzaldehyde with alkyne was successfully developed as a novel strategy for direct access to substituted indenones in high yields. The commercially available and cheap ferrocene was employed as an initiator. This transformation could proceed smoothly with a low initiator loading (0.5 mol-%) and provide the titled products up to 90 % yield with atom-, step-economy and good substrates tolerance. The indenones obtained would be important building blocks in organic synthesis.

Rhodium-Catalyzed Oxidative Decarboxylation Annulation Reactions of Mandelic Acids and Alkynes: An Efficient Synthetic Method for Indenones

Efficient rhodium-catalyzed oxidative decarboxylation annulation reactions between mandelic acids and alkyne derivatives are described. The desired indenone products were obtained in medium to good yields under the optimized reaction conditions, which were a [RhCp*Cl2]2 catalyst (10.0 mol %) in combination with a PCy3 ligand (10.0 mol %) and AgSbF6 (10 mol %) and Cu(OAc)2 (20 mol %) additives. Many functional groups are compatible with the reaction under the optimized reaction conditions. This strategy provides a promising method for the construction of indenones from cheap and commercially available starting materials.

Cobalt(III)-catalyzed annulation of esters and alkynes: A facile route to indenones

An efficient protocol for the synthesis of indenones has been developed via the annulation of benzoic esters and internal alkynes by exploiting the cobalt catalyst.

Access to indenones by rhodium(III)-catalyzed C-H annulation of arylnitrones with internal alkynes

Under redox-neutral conditions, rhodium(III)-catalyzed C-H annulation of N-tert-butyl-α-arylnitrones with internal alkynes has been realized for the synthesis of indenones under mild conditions. This reaction proceeded in moderate to high yields and with