95759-33-4

Upstream product

• 136295-53-9 3-(p-cyanophenyl)propionaldehyde 
• 3058-39-7 4-iodobenzonitrile 
• 6628-07-5 N-allyl-N-methylaniline 
• 107-18-6 allyl alcohol 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 105-07-7 4-cyanobenzaldehyde 
• 141840-94-0 C₁₀H₉NO 
• 623-00-7 4-bromobenzenecarbonitrile 
• 107-02-8 acrolein 
• 140675-27-0 (E/Z)-4-(prop-1-en-1-yl)benzonitrile 

Downstream Products

• 1119040-10-6 (2S,3R,4S)-4-(3-formyl-4-hydroxy-4-methyl-3,4-dihydro-2H-thiochromen-2-yl)benzonitrile 
• 1345157-39-2 (3S,4R,6R)-ethyl 1-benzyl-4-(4-cyanophenyl)-6-hydroxy-2-oxopiperidine-3-carboxylate 
• 1168059-47-9 (R)-3-(4-cyanophenyl)-3-(10-oxo-9,10-dihydro-anthracen-9-yl)-propanal 
• 1095273-21-4 ethyl 2-(5-(4-cyanophenyl)-4-formyl-1-tosylpyrrolidin-3-yl)acetate 
• 1222468-63-4 (S)-3-(4-cyano-phenyl)-3-(1,1,3,3-tetraoxo-2,3-dihydro-1H-1λ(6),3λ(6)-benzo[1,3]dithiol-2-yl)-propionaldehyde 
• 1006057-20-0 4-cyanocinnamaldehyde diethyl acetal 
• 1263097-04-6 (R)-4-(3-formyl-4-methyl-2,5-dihydrofuran-2-yl)benzonitrile 
• 1402078-45-8 (2S,3S)-diethyl 2-(4-cyanophenyl)-3-formylcyclopentane-1,1-dicarboxylate 
• 1402078-64-1 (2S,3S)-diethyl 2-(4-cyanophenyl)-3-(hydroxymethyl)cyclopentane-1,1-dicarboxylate 
• 1552-40-5 1--4-phenyl-butadien-(1.3) 

Relevant academic research and scientific papers

Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes

An organocatalytic asymmetric domino Michael/α-alkylation reaction between enals and non-stabilized alkyl halides has been developed. Chiral secondary amine catalyzed cyclization reaction of 1-bromo-3-nitropropane with α,β-unsaturated aldehydes provides 1,2,3-trisubstituted cyclopentane carbaldehydes with high diastereo- (dr up to 8 : 1) and enantioselectivities (ee up to 96 %).

Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method

The invention discloses a method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and a diphosphine ligand used in the method. According to the invention, indole-substituted phosphoramidite diphosphine ligand which is stable in air and insensitive to light is synthesized by utilizing a continuous one-pot method, and the indole-substituted phosphoramidite diphosphine ligand and a rhodium catalyst are used for jointly catalyzing to successfully achieve a hydroformylation reaction of aromatic terminal alkyne and terminal conjugated eneyne under the condition of synthesis gas for the first time, so that an olefine aldehyde structure compound can be rapidly and massively prepared, and particularly, a polyolefine aldehyde structure compound which is more difficult to synthesize in the prior art can be easily prepared and synthesized, and a novel method is provided for synthesis and modification of drug molecules, intermediates and chemical products.

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Evolution of physical and photocatalytic properties of new Zn(II) and Ru(II) complexes

Synthesis of Zn(II) and Ru(II) complexes were reported by using N4-macrocyclic Schiff base ligands under solvothermal conditions. The newly synthesized Zn(II) and Ru(II) complexes have been characterized by various physico-chemical techniques such as elemental analysis, molar conductance, HRMS, TGA, FESEM, UV–Vis, FT-IR, 1H NMR, and cyclic voltammetry. By using molar conductance studies, the complexes are formulated as [Zn(TPTTP)]Cl2 and [Ru(TPTTP)Cl2]. C–H bond activation of an sp3 group of methylstyrenes (converted into cinnamaldehydes) and C–H bond activation of the sp2 bond of polycyclic aromatic hydrocarbons through photooxidation was examined in the presence of Zn(II) and Ru(II) complexes. Reusable activity studies and photostability of catalyst are investigated by using UV–Vis spectra. Based on the results, higher catalytic activity of [Ru(TPTTP)Cl2] complex than [Zn(TPTTP)]Cl2 complex in both C–H bond activation and photooxidation of aromatic hydrocarbons has been reported.

Highly Enantioselective Synthesis of Alkylpyridine Derivatives through a Michael/Michael/Aldol Cascade Reaction

A method for the synthesis of pyridine derivatives based on a triple cascade reaction catalyzed by chiral secondary amines was developed. The resulting cyclohexenes (three C–C bonds were formed) were obtained in good yields with good diastereoselectivities and excellent enantioselectivities.

Oxygenative and Dehydrogenative [3 + 3] Benzannulation Reactions of α,β-Unsaturated Aldehydes and γ-Phosphonyl Crotonates Mediated by Air: Regioselective Synthesis of 4-Hydroxybiaryl-2-carboxylates

Regioselective synthesis of 4-hydroxybiphenyl-2-carboxylates via the base-mediated oxygenative [3 + 3] benzannulation reaction of α,β-unsaturated aldehydes and γ-phosphonyl crotonates is reported. A hydroxyl group is installed in the final product on the originally phosphorus-bound carbon via a novel oxygenative and dehydrogenative transformation. The reaction proceeds rapidly in an open flask, uses atmospheric oxygen as an oxidant, and affords good yields of substituted biaryl phenols. (Chemical Equation Presented).

A metal-free one-pot cascade synthesis of highly functionalized biaryl-2-carbaldehydes

A metal-free one-pot cascade annulation of acyclic substrates dienaminodioate, cinnamaldehydes and allyl amine was achieved for the synthesis of polyfunctional biaryl-2-carbaldehydes. The reaction proceeds at room temperature by a trifluoroacetic acid mediated Diels-Alder pathway. Synthetic applications of the resulting biaryl-2-carbaldehyde have been demonstrated by conversion into an array of diverse molecules with biological and materials chemistry relevance. The present work offers a complementary route to the existing metal mediated cross-coupling methods for the preparation of biaryls.

Combined heterogeneous metal/chiral amine: Multiple relay catalysis for versatile eco-friendly synthesis

Herein is described a versatile and broad synergistic strategy for expansion of chemical space and the synthesis of valuable molecules (e.g. carbocycles and heterocycles), with up to three quaternary stereocenters, in a highly enantioselective fashion from simple alcohols (31 examples, 95:5 to >99.5:0.5 e.r.) using integrated heterogeneous metal/chiral amine multiple relay catalysis and air/O2 as the terminal oxidant. A novel highly 1,4-selective heterogeneous metal/amine co-catalyzed hydrogenation of enals was also added to the relay catalysis sequences. Relay switch: A versatile strategy for expansion of chemical space and the synthesis of valuable molecules, having up to three quaternary stereocenters, in a highly enantioselective fashion from simple alcohols is described. The method employs integrated heterogeneous metal/chiral amine multiple relay catalysis and air/O2 as the terminal oxidant.

Pd-catalyzed cascade Heck-Saegusa: Direct synthesis of enals from aryl iodides and allyl alcohol

A new efficient Pd-catalyzed cascade Heck-Saegusa protocol for the synthesis of synthetically useful α,β-unsaturated aldehydes in high yields from readily available aryl iodides and allyl alcohol has been developed.

Design and synthesis of sulfur-35 agents and their applications for protein labeling

Two new 35S reagents were developed to radiolabel proteins. The first reagent, N-succinimidyl-4-(methane [35S]sulfonylamino-methyl)- benzoate (SMSB), acylates the e-amino group of lysine residues in proteins. The second reagent, 4-(m