34665-58-2

Upstream product

• 201230-82-2 carbon monoxide 
• 17933-03-8 m-tolylboronic acid 
• 501-65-5 diphenyl acetylene 
• 115995-19-2 N-tert-butyl-α-(3-methylphenyl)nitrone 
• 620-22-4 3-Methylbenzonitrile 
• 5448-36-2 3-methyl-N,N-diisopropylbenzamide 
• 1711-06-4 3-Methylbenzoyl chloride 
• 71838-16-9 3-bromo-4-iodotoluene 
• 13939-06-5 molybdenum hexacarbonyl 
• 99-04-7 m-Toluic acid 
• 99-36-5 1-methoxycarbonyl-3-methylbenzene 
• 1232295-88-3 3-(3-methylbenzoyl)oxazolidin-2-one 

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 of Indenones via Palladium-Catalyzed Ligand-Free Carbonylation

A palladium-catalyzed ligand-free carbonylation reaction has been developed for the synthesis of indenones. Under CO atmosphere, this cascade reaction proceeded smoothly to provide the desired indenones in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested the in situ formation of palladium nanoparticles and this transformation was driven by a controlled reaction sequence of alkyne insertion followed by carbonylation and annulation to form the indenone framework. (Figure presented.).

Synthetic method of indanone and derivatives thereof

The invention discloses a synthesis method of indanone and derivatives thereof, which comprises the following steps: adding a dialkyl acetylene compound, a palladium catalyst, an additive and an inorganic base into a dry reaction container together, and r

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.

Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage

Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.

MeOTf-induced carboannulation of arylnitriles and aromatic alkynes: A new metal-free strategy to construct indenones

MeOTf-induced carboannulation of arylnitriles and aromatic alkynes for synthesis of indenones under metal-free conditions has been described. When ortho-substituted benzonitriles were used, indeno[1,2-c]isoquinolines were formed.

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

Rhodium/copper-catalyzed annulation of benzimides with internal alkynes: Indenone synthesis through sequential C-H and C-N cleavage

Doubled up: A rhodium(III)/copper(II) system co-catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp=C5Me5). The reaction involves an uncommon nucleophilic addition of a transition-metal-carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes. Copyright