24397-32-8

Upstream product

• 122-78-1 phenylacetaldehyde 
• 106-96-7 propargyl bromide 
• 135663-93-3 1-phenyl-3,4-pentadien-2-ol 

Downstream Products

• 67460-31-5 (E)-4-Methyl-6-methylene-1,9-diphenyl-non-3-ene-2,8-dione 
• 37542-92-0 2-benzylfuran 
• 42107-87-9 (E)-4,5,5-Trimethyl-1-phenyl-hex-3-en-2-one 
• 70411-67-5 5,5-Dimethyl-4-methylene-1-phenyl-hexan-2-one 
• 61799-54-0 4-methyl-1-phenyl-3-penten-2-one 

Relevant academic research and scientific papers

Synthesis of vinylic sulfones in aqueous media

A green method for the sulfination of allenic carbonyl compounds to access a wide variety of vinylic sulfones is developed. This reaction works in aqueous media under very mild conditions. This reaction is atom economic. A wide variety of vinylic sulfones could be obtained in moderate to excellent yields with wide functional group tolerance. The efficiency of this method is demonstrated in some reactions where the desired products can be isolated by filtration.

Allenone-Mediated Racemization/Epimerization-Free Peptide Bond Formation and Its Application in Peptide Synthesis

Allenone has been identified as a highly effective peptide coupling reagent for the first time. The peptide bond was formed with an α-carbonyl vinyl ester as the key intermediate, the formation and subsequent aminolysis of which proceed spontaneously in a racemization-/epimerization-free manner. The allenone coupling reagent not only is effective for the synthesis of simple amides and dipeptides but is also amenable to peptide fragment condensation and solid-phase peptide synthesis (SPPS). The robustness of the allenone-mediated peptide bond formation was showcased incisively by the synthesis of carfilzomib, which involved a rare racemization-/epimerization-free N to C peptide elongation strategy. Furthermore, the successful synthesis of the model difficult peptide ACP (65-74) on a solid support suggested that this method was compatible with SPPS. This method combines the advantages of conventional active esters and coupling reagents, while overcoming the disadvantages of both strategies. Thus, this allenone-mediated peptide bond formation strategy represents a disruptive innovation in peptide synthesis.

Revisiting the Addition of in-situ Nucleophiles to Allenic Ketones: An Entry Towards Synthesis of Benzodioxins

The manuscript delineates a revisit towards regioselective addition of in situ generated negative nucleophiles to allenic ketones in the presence of a base. A wide variety of allenic ketones as well as nucleophiles are viable in this transformation. A dir

Synthesis of Acyl Alkenylindium Reagents and Their Application in the Synthesis of (Z)-α,β-Unsaturated Ketones via Palladium-Catalyzed Cross-Coupling Reaction

A synthetic method for the preparation of acyl alkenylindium reagents was developed involving the hydroindation reaction of allenyl ketones with indium and indium chloride in methanol under mild conditions. Their synthetic applications were demonstrated from Pd-catalyzed cross-coupling reactions with aryl bromides and iodides and alkenyl and aryl triflates for the synthesis of (Z)-α,β-unsaturated ketones.

Sustainable and selective synthesis of 3,4-dihydroquinolizin-2-one and quinolizin-2-one derivatives via the reactions of penta-3,4-dien-2-ones

In this paper, a novel and green methodology for the synthesis of 3,4-dihydroquinolizin-2-one derivatives via the tandem reactions of penta-3,4-dien-2-ones with pyridine, quinoline, or isoquinoline at rt in aqueous ethanol was developed. Notably, the reac

One-pot cascade reactions of 1-arylpenta-3,4-dien-2-ones leading to 2-arylphenols and dibenzopyroanones

A one-pot cascade reaction of 1-arylpenta-3,4-dien-2-ones with activated ketones allowed for an efficient and sustainable synthesis of 2-arylphenols. Moreover, this reaction was also found to be compatible and combinable with Pd-catalyzed C-H activation a

Gold-catalyzed regioselective synthesis of 2- and 3-alkynyl furans

Chemical Matching: C2- or C3-alkynylated furans were selectively synthesized by using gold catalysis. Direct C-H alkynylation of furans was achieved with C2 selectivity, and a domino cyclization/alkynylation process starting from allenes gave C3-alkynylat

Studies on the Himbert intramolecular arene/allene diels-alder cycloaddition. Mechanistic studies and expansion of scope to all-carbon tethers

The unusual intramolecular arene/allene cycloaddition described 30 years ago by Himbert permits rapid access to strained polycyclic compounds that offer great potential for the synthesis of complex scaffolds. To more fully understand the mechanism of this

Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO3(cat.)/TBHP under MWI

A CrO3 catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones. The advantages of this procedure inclu

Ru(III)-catalyzed oxidation of homopropargyl alcohols in ionic liquid: an efficient and green route to 1,2-allenic ketones

An efficient and environmentally benign synthesis of 1,2-allenic ketones via RuCl3-catalyzed oxidation of homopropargyl alcohols in ionic liquid with tert-butyl hydroperoxide (TBHP) as the oxidant was reported for the first time. With its reasonable efficiency and green nature, this oxidation provides a novel alternative route to 1,2-allenic ketones.