3420-52-8

Upstream product

• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 56072-20-9 (Z)-1,2,5-Triphenyl-pent-4-ene-1,2-diol 
• 5908-41-8 benzoyltrimethylsilane 
• 28664-25-7 (2E)-3-phenylprop-2-en-1-yl trifluoroacetate 
• 4110-77-4 (E)-β-chlorostyrene 
• 960-16-7 tributylphenylstannane 
• 84537-35-9 2-phenyl-2-allyl-1,3-dithiane 
• 2243-53-0 styrylacetic acid 
• 108-86-1 bromobenzene 
• 122-78-1 phenylacetaldehyde 
• 98-88-4 benzoyl chloride 
• 4392-24-9 Cinnamyl bromide 

Downstream Products

• 65-85-0 benzoic acid 
• 853-36-1 1-(4-methylphenyl)-2,5-diphenylpyrrole 
• 98-86-2 acetophenone 
• 19965-91-4 2-benzyl-3-phenylquinoline 
• 855288-74-3 phenyl[1, 1’; 4’, 1’’]terphenyl-2’-yl-methanone 
• 84107-76-6 (3E)-1,4-diphenylbut-3-en-1-ol 
• 120133-25-7 (1E,3E)-1,4-Diphenyl-1-acyloxybuta-1,3-diene 
• 891-22-5 3,6-diphenylpyridazine 
• 74457-36-6 trans-1,4-diphenyl-4-methoxy-1-butene 
• 74457-35-5 trans-1,4-diphenyl-4-diazobut-1-ene 
• 74457-37-7 exo-3,6-diphenyl-1,2-diazabicyclo<3.1.0>hex-2-ene 
• 23990-17-2 3,6-diphenyl-1,4-dihydropyridazine 
• 1200397-70-1 1,4-diphenyl-4-p-tolylbutan-1-one 
• 1200397-63-2 4-(2,5-dimethoxyphenyl)-1,4-diphenylbutan-1-one 

Relevant academic research and scientific papers

Enantioselective γ-Addition-Driven Cascade of β,γ-Unsaturated Ketones by Ion-Pair Catalysis: Access to Chiral 1,3-Dioxolochroman Scaffolds

A highly enantioselective γ-addition-driven cascade of β,γ-unsaturated carbonyl compounds by bifunctional ion-pair catalysis has been developed. With this protocol, a range of functionalized chiral 1,3-dioxolochroman derivatives were prepared in high yields with superior stereoselectivities (>99% ee and >20:1 dr). The utility of this method was demonstrated by one-pot synthesis, scaled-up preparation, and facile transformation. Moreover, mechanistic investigations provided insights into the reaction pathway and the origin of chiral induction.

Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes

A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.

Nickel/Photo-Cocatalyzed C(sp2)-H Allylation of Aldehydes and Formamides

Herein we report a nickel/photo-cocatalyzed C(sp2)-H allylation of aldehydes and formamides wherein both allyl acetates and allyl alcohols can be used as the allylating agents. In this reaction, radical-type umpolung of the formyl moiety is enabled by tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst, whereas nickel serves to cleave the C-O bond of allyl acetates or allyl alcohols. The synergistic effect of these two catalysts provides new access to various β,γ-unsaturated ketones and amides with high selectivities.

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.

Bioinspired Radical-Mediated Transition-Metal-Free Synthesis of N-Heterocycles under Visible Light

A redox-active iminoquinone motif connected with π-delocalized pyrene core has been reported that can perform efficient two-electron oxidation of a class of substrates. The design of the molecule was inspired by the organic redox cofactor topaquinone (TPQ), which executes amine oxidation in the enzyme, copper amine oxidase. Easy oxidation of both primary and secondary alcohols happened in the presence of catalytic KOtBu, which could reduce the ligand backbone to its iminosemiquinonate form under photoinduced conditions. Moreover, this easy oxidation of alcohols under aerobic condition could be elegantly extended to multi-component, one-pot coupling for the synthesis of quinoline and pyrimidine. This organocatalytic approach is very mild (70 °C, 8 h) compared to a multitude of transition-metal catalysts that have been used to prepare these heterocycles. A detailed mechanistic study proves the intermediacy of the iminosemiquinonate-type radical and a critical hydrogen atom transfer step to be involved in the dehydrogenation reaction.

Method for synthesizing polysubstituted isoxazolidine

The invention provides a method for synthesizing polysubstituted isoxazolidine, and relates to the technical field of biological medicines. The acetophenone and N -alkyl hydroxylamine derivative is a reaction raw material; in the aprotic polar solvent, th

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.

Nickel-catalysed chemoselective C-3 alkylation of indoles with alcohols through a borrowing hydrogen method

An inexpensive, air-stable, isolable nickel catalyst is reported that can perform chemoselective C3-alkylation of indoles with a variety of alcohols following "borrowing hydrogen". A one-pot, cascade C3-alkylation starting from 2-aminophenyl ethyl alcohols, and thus obviating the need for pre-synthesized indoles, further adds to the broad scope of this method. The reaction is radical-mediated, and is significantly different from other examples, often dictated by metal-ligand bifunctionality. This journal is

Copper-Catalyzed Aerobic Cyclization of β,γ-Unsaturated Hydrazones with Concomitant CC Bond Cleavage

A Cu-catalyzed aerobic oxidative cyclization of β,γ-unsaturated hydrazones for the preparation of pyrazole derivatives has been developed. The hydrazonyl radical promoted the cyclization, along with a concomitant CC bond cleavage of β,γ-unsaturated hydrazones. This process has been verified via several control experiments, including a radical-trapping study, an 18O-labeling method, and the identification of the possible byproducts. The advantages of this reaction include operational simplicity, a broad reaction scope, and a mild selective reaction process.

Transition-Metal-Free α-Vinylation of Enolizable Ketones with β-Bromostyrenes

An α-vinylation of enolizable ketones has been developed by using β-bromostyrenes and a KOtBu/NMP system. β,γ-Unsaturated ketones of E configuration were obtained in excellent yield and selectivity. Further synthetic possibilities are highlighted by one-pot functionalization via trapping of intermediate dienolates with alkyl, allyl, benzyl, and propargyl halides to generate quaternary centers. The reported transformation is believed to involve phenylacetylene and propargylic alcohol derivatives.