18648-74-3

Upstream product

• 68578-80-3 1-(4-methoxy-phenyl)-2,2-diphenyl-ethanol 
• 123-11-5 4-methoxy-benzaldehyde 
• 525-06-4 diphenyl ketene 
• 67-56-1 methanol 
• 25354-48-7 1-bromo-1-(p-methoxyphenyl)-2,2-diphenylethene 
• 64-17-5 ethanol 
• 127-09-3 sodium acetate 
• 7380-78-1 4-(phenylethynyl)anisole 
• 841-76-9 triphenylaluminium 
• 54963-39-2 benzhydrylphosphinic acid dimethyl ester 
• 530-48-3 1,1-Diphenylethylene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 6317-10-8 2,2-diphenyl-1,3-dithiolane 
• 101-81-5 Diphenylmethane 

Downstream Products

• 1889-74-3 1-(4-methoxyphenyl)-2,2-diphenylethanone 
• 22055-77-2 1-(p-Methoxy-phenyl)-2,2-diphenyl-1-iod-ethylen 
• 865700-92-1 (3S)-2,2-diphenyl-3-(p-methoxyphenyl)oxirane 
• 1394025-02-5 2-[1-(4-methoxyphenyl)-2,2-diphenylvinyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1394025-14-9 C₄₇H₃₇NO₂ 
• 1394025-16-1 C₅₉H₄₅NO₂ 
• 94879-58-0 3-methoxy-9-phenylphenanthrene 
• 33686-66-7 4-(1-chloro-2,2-diphenyl-vinyl)-anisole 
• 25354-48-7 1-bromo-1-(p-methoxyphenyl)-2,2-diphenylethene 
• 865700-96-5 (R)-2-(allylamino)-2-(4-methoxyphenyl)-1,1-diphenylethanol 

Relevant academic research and scientific papers

Synthesis of Tribenzo[b,e,g]phosphindole Oxides via Radical Bicyclization Cascades of o-Arylalkynylanilines

A new DTBP/Mg(NO3)2-mediated bicyclization cascade of o-arylalkynylanilines with secondary arylphosphine oxides has been developed, enabling dual C(sp2)-H functionalization along with the cleavage of the C-N bond. The combination between regioselective P-centered radical-triggered [3 + 2] cyclization and C-centered radical-induced cross-coupling in a one-pot manner delivered 27 examples of tribenzo[b,e,g]phosphindole oxides with generally high regioselectivity. A reasonable mechanism for forming such products involving radical addition-cyclization cascade is proposed.

Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Cu-mediated or metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents

A novel copper-mediated or transition-metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents was described. The outcomes of these reactions were found to be highly dependent on the reaction conditions and

Transition-Metal-Free, Formal C-H Germylation of Arenes and Styrenes via Dibenzothiophenium Salts

We report an operationally simple, selective, and transition-metal-free germylation of arenes and styrenes at room temperature, using a robust and bench-stable Ge source (R3Ge-SiR3) and dibenzothiophenium salts as enabling intermediates. The first direct engagement in cross-coupling of the newly made E-alkenyl germanes is also presented, allowing the chemoselective arylation under air-tolerant nanoparticle catalysis.

Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones

The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is

Dual ligand-promoted palladium-catalyzed nondirected C-H alkenylation of aryl ethers

Direct C-H functionalization of aryl ethers remains challenging owing to their low reactivity and selectivity. Herein, a novel strategy for nondirected C-H alkenylation of aryl ethers promoted by a dual ligand catalyst was demonstrated. This catalytic system readily achieved the highly efficient alkenylation of alkyl aryl ethers (anisole, phenetole, n-propyl phenyl ether, n-butyl phenyl ether and benzyl phenyl ether), cyclic aryl ethers (1,4-benzodioxan, 2,3-dihydrobenzofuran, dibenzofuran), and diphenyl oxides. Moreover, the proposed methodology was successfully employed for the late-stage modification of complex drugs containing the aryl ether motif. Interestingly, the compounds developed herein displayed fluorescent properties, which would facilitate their biological applications.

Triarylalkenes from the site-selective reductive cross-coupling of benzophenones and aldehydes

PhP(Li)TMS converts benzophenones to phosphaalkenes which upon activation under oxidizing, basic conditions react with aromatic aldehydes under the formation of triarylalkenes. The one-pot reaction omits transition metals, proceeds at room temperature and precludes the formation of any homo-coupling products. Systematic substrate variations reveal reactivity patterns that are useful for the identification of ketone/aldehyde combinations that can be coupled in yields up to 80%.

Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates

A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.

Employing Water as the Hydride Source in Synthesis: A Case Study of Diboron Mediated Alkyne Hydroarylation

We present an approach to utilize water as the hydride source via Pd(II)/Pd(0) catalysis. As a case study, we have achieved a diboron mediated Pd(II)-catalyzed hydroarylation of alkynes using arylboronic acids. This approach not only complements conventional reactivity of Pd via Pd(0)/Pd(II) cycle for the hydroarylation but also utilizes water as the hydride source. We believe this would particularly be beneficial in utilizing water as a reagent.