84066-68-2

Upstream product

• 84066-66-0 1,2-di-p-anisyl-5-phenyl-4-penten-1,2-diol 
• 536-74-3 phenylacetylene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1608-03-3 (E)-but-1-en-3-yn-1-ylbenzene 
• 116156-19-5 (E)-1-methoxy-4-(4-phenylbutyl-3-en-1-yn-1-yl)benzene 
• 54619-93-1 (4-methoxyphenyl)(2-phenylcyclopropyl)methanone 
• 84066-65-9 1,2-di-p-anisyl-2-hydroxy-5-phenyl-4-penten-1-one 
• 119-52-8 4,4'-dimethoxybenzoin 
• 1896-62-4 (E)-benzalacetone 
• 211996-14-4 acetic acid (E)-1-methylene-3-phenyl-allyl ester 
• 100573-50-0 (E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile 
• 22422-16-8 (E)-1-bromo-4-phenylbut-3-en-2-one 
• 14371-10-9 (E)-3-phenylpropenal 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 84066-55-7 (E)-1-p-anisyl-4-phenyl-3-buten-1-one N-tosylhydrazone 
• 144774-54-9 (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione 
• 94540-81-5 2-(4-methoxyphenyl)-5-phenylfuran 
• 84066-59-1 exo-6-phenyl-3-p-anisyl-1,2-diazabicyclo<3.1.0>hex-2-ene 

Relevant academic research and scientific papers

Regioselective Synthesis of 2-Acylbutadienes from β,γ-Unsaturated Ketones

2-Acylbuta-1,3-dienes have been synthesized regioselectively from aromatic and heteroaromatic β,γ-unsaturated ketones (readily accessible via base-catalyzed addition of ketones to acetylenes) and aldehydes. The reaction smoothly proceeds with piperidine (

Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons

Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chemistry. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic molecules in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Br?nsted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asymmetric induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities.

Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio-and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides

Highly arylated α-alkenyl-β-diketones are synthesized via a two-step sequence consisting of (i) potassium tert-butoxide/DMSO-catalyzed (E)-stereoselective C-H functionalization of ketones with acetylenes followed by (ii) magnesium bromide etherate/DIPEA-soft enolization of the formed β,γ-unsaturated ketones and regioselective acylation with acyl chlorides. The method is compatible with a broad range of substrates and shown to be applicable as an intermediate stage in the construction of polyarylated heterocycles.

A sequential synthesis of substituted furans from aryl alkynes and ketones involving a cerium(IV) ammonium nitrate (CAN)-mediated oxidative cyclization

A convenient, two-step synthesis of substituted furans from readily available aryl alkynes and ketones is reported. The furan-forming oxidative cyclization is mediated by the combination of cerium(IV) ammonium nitrate and potassium bromide and can be carried out in an open flask.

Regioselective hydrations of 1-aryl-3-en-1-ynes using gold and platinum catalysts: Selective production of 2-en-1-ones and 3-en-1-ones

Regiocontrolled hydrations of 1-aryl-3-en-1-ynes have been accomplished with IPrAuOTf and PtCl2/CO to yield 3-en-1-ones and 2-en-1-ones efficiently; our experimental data indicates that the sizes of catalysts play an important role. This journa

ZnII- and AuI-catalyzed regioselective hydrative oxidations of 3-En-1-ynes with selectfluor: Realization of 1,4-dioxo and 1,4-oxohydroxy functionalizations

Catalytic 1,4-dioxo functionalizations of 3-en-1-ynes to (Z)- and (E)-2-en-1,4-dicarbonyl compounds are described. This regioselective difunctionalization was achieved in one-pot operation through initial alkyne hydration followed by in situ Selectfluor oxidation. The presence of pyridine alters the reaction chemoselectivity to give 4-hydroxy-2-en-1-carbonyl products instead. A cooperative action of pyridine and ZnII assists the hydrolysis of key oxonium intermediate.

Titanocene(III) chloride mediated reductive cleavage of arylcyclopropyl ketones

Titanocene(III) chloride (Cp2TiCl) mediated cleavage of arylcyclopropyl ketones has been accomplished. Both saturated and β-H eliminated unsaturated aromatic compounds are formed in different ratio depending on the substrate. Ti(III) species has been prepared in situ from commercially available titanocene dichloride (Cp2TiCl2) and zinc dust in THF.

Synthesis of 13C-dehydrocoelenterazine and NMR studies on the bioluminescence of a Symplectoteuthis model

The bioluminescence of luminous squid (Symplectoteuthis oualaniensis) is presumed to be initiated by the addition of the sulfhydryl residue of a photoprotein to dehydrocoelenterazine (DCL). To clarify this step, a novel synthetic route was established to label DCL with 13C. Dithiothreitol (DTT) and glutathione (GSH) were used as photoprotein models. The addition of DTT and GSH to 13C-labeled DCL gave luminous chromophores. Its structures were confirmed by NMR and MS spectrometry. The DTT adduct emitted light under alkaline condition to produce an oxidized compound. Thus we succeeded in modeling the bioluminescence of a photoprotein with DTT. (C) 2000 Elsevier Science Ltd.

Palladium catalyzed coupling reaction of acylchromate complexes and allylic bromides

A cross-coupling reaction between acylchromate complexes and allylic bromides takes place under CO atmosphere in the presence of a catalytic amount of Pd(PPh3)4 to afford the corresponding allylic ketones in good yield. The same reaction also proceeds by adding RNC under argon atmosphere in place of CO atmosphere. Thus, the acylchromate complex works as a good acyl donor for Pd catalyzed acylation reaction.