53931-59-2

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 17077-46-2 4-(3-phenyl-propionyl)-morpholine 
• 136068-05-8 1-(2-phenylethyl)cyclopropanol 
• 37904-38-4 5-phenylpent-1-en-3-ol 
• 50-00-0 formaldehyd 
• 16520-62-0 4-Phenyl-1-butyne 
• 122-97-4 3-Phenyl-1-propanol 
• 104-53-0 3-phenyl-propionaldehyde 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 1275874-85-5 N-methoxy-3-(p-tolyl)-N-methylpropanamide 
• 100-39-0 benzyl bromide 
• 79141-02-9 3-Phenethyl-5,6-dihydro-4H-[1,2]oxazine 
• 16900-77-9 5-phenyl-2-pentynol 
• 76837-23-5 2-(2-Phenylethyl)-2-triethylsiloxy-3-butennitril 

Downstream Products

• 136120-65-5 1-cyclopropyl-3-phenyl-1-propanone 
• 37904-38-4 (3S)-5-phenyl-1-penten-3-ol 
• 181229-59-4 (3R)-5-phenylpent-1-en-3-ol 
• 1239709-80-8 (4E)-2,2-dimethyl-8-phenyloct-4-en-6-one 
• 1239709-82-0 (4E)-1-cyano-8-phenyloct-4-en-6-one 
• 79559-59-4 (4E)-1,7-diphenylhept-4-en-3-one 
• 1239709-85-3 (2S,4E)-2-[(tert-butyldimethylsilyl)oxy]-8-phenyloct-4-en-6-one 
• 1253956-41-0 (4E,7R)-8-(1,3-dithian-2-yl)-1-phenyl-7-[(triethylsilyl)oxy]oct-4-en-3-one 
• 1253956-37-4 (4E,7R)-7-{[tert-butyl(dimethyl)silyl]oxy}-9-[(4-methoxybenzyl)oxy]-1-phenylnon-4-en-3-one 

Relevant academic research and scientific papers

Silver oxide(I) promoted Conia-ene/radical cyclization for a straightforward access to furan derivatives

A novel access to fused furan cores using silver oxide(I) has been developed. Mechanistic investigations indicate the involvement of a Conia-ene reaction/radical cyclization for an expedient path to complex furan derivatives. The reaction is broad in scop

Synthesis of Bioactive Diarylheptanoids from Alpinia officinarum and Their Mechanism of Action for Anticancer Properties in Breast Cancer Cells

An efficient synthesis of the Alpinia officinarum-derived diarylheptanoids, viz., enantiomers of a β-hydroxyketone (1) and an α,β-unsaturated ketone (2) was developed starting from commercially available eugenol. Among these, compound 2 showed a superior

Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones

An efficient nickel(0)-catalyzed addition of benzyl nitriles to terminal vinyl ketones via C(sp3)-H functionalization has been developed. The reaction provides a novel and efficient protocol for the synthesis of α-functionalized benzyl nitriles with a wide range of structural diversity under mild reaction conditions while obviating the use of a strong base. The work might be potentially useful toward the development of an enantioselective variant using chiral nitrogen ligands.

Stereoselective Synthesis of Oxacycles via Ruthenium-Catalyzed Atom-Economic Coupling of Propargyl Alcohols and Michael Acceptors

Synthesis of β-hydroxyenones and its application toward development of tetrahydro-4H-pyran-4-one in an atom-economic fashion is limited. This manuscript describes a ruthenium-catalyzed atom-economic coupling of pent-2-yne-1,5-diols and Michael acceptors as an efficient route for the synthesis of β-hydroxyenones with excellent yields and high regioselectivity. The β-hydroxyenones further undergo a 6-endo trig cyclization under acid-catalyzed conditions to deliver the tetrahydro-4H-pyran-4-ones with high diastereoselectivity. An intramolecular aldol condensation under mild basic conditions and palladium-catalyzed oxidative aromatization was developed for the synthesis of hexahydro-6H-isochromen-6-ones and isochromanols, respectively, from highly substituted tetrahydro-4H-pyran-4-ones with excellent yield and diastereoselectivity. Overall, this work demonstrates the synthetic potential toward the synthesis of oxacycles like tetrahydro-4H-pyran-4-ones, hexahydro-6H-isochromen-6-ones, and isochromanols via an atom-economic catalysis.

Generation of α-Boryl Radicals and Their Conjugate Addition to Enones: Transition-Metal-Free Alkylation of gem-Diborylalkanes

A transition-metal-free method for the alkylation of gem-diborylalkanes with α,β-unsaturated ketones has been developed. It is demonstrated that the α-boryl radicals can be generated efficiently from gem-diborylalkanes with the aid of catechol and oxidants. The α-boryl radicals formed through such process can be engaged in conjugate addition reaction with α,β-unsaturated ketones. This transformation is a straightforward method for the synthesis of γ-borylketones.

NOVEL CYCLIC TREX1 INHIBITORS

The present invention provides compounds of Formula I: wherein, X, R1, R2, R3 and R4 are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt, prodrug ester or solvate form thereof, wherein all of the variables are as defined herein. These compounds are effective at modulating the TREX1 protein and thus can be used as medicaments for treating or preventing disorders affected by the inhibition of TREX1.

Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones

A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.

Synthesis of α-Iodoketones from Allylic Alcohols through Aerobic Oxidative Iodination

An efficient method for the synthesis of α-iodoketones from allylic alcohols and elemental iodine is reported. We show in this paper that the isomerization of allylic alcohols catalyzed by iridium(III) complexes can be combined with an aerobic oxidative iodination protocol, resulting in a straightforward method for the synthesis of a wide range of α-iodoketones as single constitutional isomers and in high yields under mild reaction conditions. (Figure presented.).

Selective Synthesis of Unsymmetrical Aliphatic Acyloins through Oxidation of Iridium Enolates

The first method to access unsymmetrical aliphatic acyloins is presented. The method relies on a fast 1,3-hydride shift mediated by an IrIII complex in allylic alcohols followed by oxidation with TEMPO+. The direct conversion of allylic alcohols into acyloins is achieved in a one-pot procedure. Further functionalization of the Cα′ of the α-amino-oxylated ketone products gives access to highly functionalized unsymmetrical aliphatic ketones, which further highlights the utility of this transformation.

Enantioselective addition of selenosulfonates to α,β-unsaturated ketones

An organo-catalyzed enantioselective addition of selenosulfonates to α,β-unsaturated ketones was developed for the first time. With a chiral squaramide as an efficient catalyst, the desired α-selenylated ketones were obtained in a good yields with high enantioselectivity up to 89% ee, and good results could be obtained on a gram scale. The products could also be efficiently transformed into useful building blocks with a propenylic stereocenter; the strategy presented in this study may find further applications in organic synthesis.