473543-85-0

Upstream product

• 201230-82-2 carbon monoxide 
• 1746-23-2 4-tert-Butylstyrene 
• 17763-67-6 Phenyl triflate 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 84553-32-2 α-Methylenebenzyl formate 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 98-86-2 acetophenone 
• 19710-56-6 hydroxycarbene 
• 98-80-6 phenylboronic acid 

Downstream Products

• 138722-46-0 3-(4-tert-butyl-phenyl)-1-phenyl-propan-1-one 

Relevant academic research and scientific papers

Synthesis and Semiconducting Characteristics of the BF2 Complexes of Bisbenzothiophene-Fused Azadipyrromethenes

A novel type of dibenzothiophene [b]-fused core-expanded azaBODIPYs were obtained through an efficient post-functionalization of tetrabrominated azadipyrromethenes, using CuI-catalyzed cyclization, followed by BF2 complexation. These dyes show

Photoredox β-thiol-α-carbonylation of enones accompanied by unexpected Csp2-C(CO) bond cleavage

An olefinic difunctionalization method of enones was presented hereviaaerobic visible-light catalysis. A novel reactivity was showcased in conjunction with the selective Csp2-C(CO) bond activation of enones, which provided a convenient method for the preparation of various β-thiolated-α-functionalized compounds. Moreover, the preliminary investigation of the mechanism indicated that a β-peroxysulfide intermediate was formed under the promotion of visible light under an oxygen atmosphere, which finally induced the unexpected C-C bond cleavage.

Electrochemical 1,4-reduction of α,β-unsaturated ketones with methanol and ammonium chloride as hydrogen sources

A sustainable, chemoselective 1,4-reduction of α,β-unsaturated ketones by means of an electrochemical method is presented, wherein the extremely inexpensive ammonium chloride (NH4Cl) is applied as the only additive. The reaction proceeds smoothly in the air at ambient temperature. Mechanistic studies reveal that both NH4Cl and solvent methanol work as hydrogen donors.

1-Arylvinyl formats: A New CO Source and Ketone Source in Carbonylative Synthesis of Chalcone Derivatives

1-Arylvinyl formates as a kind of new CO surrogate have been explored for the first time. Most of the known CO precursors usually produce undesired residuals, which have to be removed. In this strategy, after CO release, the in situ generated acetophenones from 1-arylvinyl formates can be successfully applied as a good ketone source in the synthesis of chalcones with benzaldehydes via a palladium-catalyzed reductive carbonylation reaction. A variety of chalcones were isolated in satisfactory to good yields with good substrates compatibilities under mild conditions.

Chloramphenicol base chemistry. Part 11: chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones

The first chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones is reported. The Michael adducts were obtained in good to excellent yields (up to 98% yield) and enantioselectivities (up to 94% ee). This reaction has a broad substrate scope to various α,β-unsaturated ketones. With this in mind, this methodology was successfully applied to the synthesis of a chiral piperidone, an advanced building block for dihydropyridinone P2X7 receptor antagonists.

Practical synthesis of β-isothiocyanato ketones from chalcones

Practical synthesis of 1,3-diaryl-substituted 3-isothiocyanatopropan-1-ones based on the reaction of chalcones with thiocyanic acid generated in situ by treatment of thiocyanate ammonium with dilute sulfuric acid has been developed.

Kinetic Resolution of β-Sulfonyl Ketones through Enantioselective β-Elimination using a Cation-Binding Polyether Catalyst

Reported herein is the first enantioselective β-elimination reaction catalyzed by a chiral cation-binding polyether. By using this catalytic protocol, a wide range of β-sulfonyl ketones could be effectively resolved with high stereoselectivity (S up to >300). Key to the success of this process is the favorable secondary interactions of the catalyst with the Lewis basic groups on the sulfone substrate. The enone product of this process can be easily converted into the racemic starting material, and allows an effective recycling and overall synthesis of chiral β-sulfonyl ketones in high yield and excellent enantioselectivity.

Palladium-catalyzed oxidative carbonylative coupling reactions of arylboronic acids with styrenes to chalcones under mild aerobic conditions

Do the coupling: A palladium-catalyzed oxidative carbonylative coupling process of arylboronic acid with styrenes to chalcone has been developed. The reactions proceed under mild conditions using air as the terminal oxidant reagent.

Palladium-catalyzed coupling reactions: Carbonylative heck reactions to give chalcones

Chalcones made easy: Carbonylative Heck reactions of aryl and alkenyl triflate derivatives with carbon monoxide and aromatic olefins proceed in the presence of palladium catalysts (see scheme; dppp=1,3-bis(diphenylphosphino) propane, Tf=triflate; R=aryl,