52179-69-8

Upstream product

• 103738-73-4 N-<1-(methylthio)benzylidene>-1-(trimethylsilyl)methylamine 
• 292638-85-8 acrylic acid methyl ester 
• 922-67-8 propynoic acid methyl ester 
• 7654-06-0 3-phenyl-2H-azirine 
• 102845-60-3 methyl 2-phenylpyrrole-3-carboxylate 
• 102845-60-3 methyl 2-phenylpyrrole-3-carboxylate 
• 190272-32-3 methyl 2-phenyl-1-tosyl-2,5-dihydro-1H-pyrrole-3-carboxylate 
• 212071-06-2 methyl 2-phenyl-1-(2-(trimethylsilyl)ethylsulfonyl)-2,5-dihydro-1H-pyrrole-3-carboxylate 
• 52179-64-3 methyl (E)-3-phenyl-2H-azirine-2-acrylate 
• 816457-61-1 methyl 2-(phenyl(2-(trimethylsilyl)ethylsulfonamido)methyl)acrylate 
• 816457-76-8 methyl 2-((N-allyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(phenyl)methyl)acrylate 
• 107554-38-1 (E)-2-(benzylideneamino)acetonitrile 
• 106762-16-7 phenyl<<(trimethylsilyl)methyl>amino>acetonitrile 
• 190272-78-7 2-Phenyl-1-(toluene-4-sulfonyl)-1H-pyrrole-3-carboxylic acid methyl ester 

Downstream Products

• 3042-22-6 2-phenyl-1H-pyrrole 
• 807624-15-3 2-phenyl-1H-pyrrole-3-carboxylic acid 
• 20814-35-1 3-methyl-2-phenyl-1H-pyrrole 

Relevant academic research and scientific papers

2-Phenyl-1 H-pyrrole-3-carboxamide as a New Scaffold for Developing 5-HT6Receptor Inverse Agonists with Cognition-Enhancing Activity

Serotonin type 6 receptor (5-HT6R) has gained particular interest as a promising target for treating cognitive deficits, given the positive effects of its antagonists in a wide range of memory impairment paradigms. Herein, we report on degradation of the

IBX-Promoted Oxidative Cyclization of N-Hydroxyalkyl Enamines: A Metal-Free Approach toward 2,3-Disubstituted Pyrroles and Pyridines

An iodoxybenzoic acid-mediated selected oxidative cyclization of N-hydroxyalkyl enamines was developed. Through this strategy, a variety of 2,3-disubstituted pyrroles and pyridines were produced in good selectivity involving oxidation of alcohol, followed by condensation of aldehyde and α-C of enamines. Furthermore, this metal-free method has several advantages, including the use of environmentally friendly reagents, broad substrate scope, mild reaction conditions, and high efficiency.

2-aryl-3-ester-group polysubstituted pyrrole compound and synthesis and refining method thereof

The invention belongs to the field of chemical synthesis, and relates to a series of 2-aryl-3-ester-group polysubstituted pyrrole compounds and a synthesis and refining method thereof. A general formula of the compounds is shown as a formula (I), wherein

Application of the ring-closing metathesis to the formation of 2-aryl-1H-pyrrole-3-carboxylates as building blocks for biologically active compounds

Ring-closing metathesis (RCM) is a powerful tool for the preparation of cyclic organic compounds. Yet, one of the major limitations of this method is the difficulty to prepare large quantities of target molecules. Herein we describe a comprehensive study

2-Trimethylsilylethanesulfonyl (SES) versus tosyl (Ts) protecting group in the preparation of nitrogen-containing five-membered rings. A novel route for the synthesis of substituted pyrrolines and pyrrolidines

(Chemical Equation Presented) The 2-trimethylsilylethanesulfonyl (or SES) protecting group was compared to the tosyl (Ts) group in the preparation of a nitrogen-containing five-membered ring obtained by the aza-Baylis - Hillman/alkylation/RCM route. While

Sequential aza-Baylis-Hillman/ring closing metathesis/aromatization as a novel route for the synthesis of substituted pyrroles

A new route to diverse 2-substituted-3-methoxycarbonyl pyrroles has been developed. Diverse SES protected α-methylene β-aminoesters were obtained by a 3-component aza-Baylis-Hillman reaction. Diversity arose from the aryl aldehydes which can be used in th

Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime.

A Novel [3+2] Cycloaddition Approach to Nitrogen Heterocycles via Phosphine-Catalyzed Reactions of 2,3-Butadienoates or 2-Butynoates and Dimethyl Acetylenedicarboxylate with Imines: A Convenient Synthesis of Pentabromopseudilin

The reactivity of a new three carbon synthon, generated in situ from the reaction of 2,3-butadienoates 2-butynoates with an appropriate phosphine as the catalyst, toward the electron-deficient imines is described. Triphenylphosphine-catalyzed reaction of methyl 2,3-butadienoate with N-sulfonylimines gave the single [3+2] cycloadduct in excellent yield; tributylphosphine-catalyzed reaction of methyl 2,3-butadienoate or 2-butynoate with N-tosylimines afforded the corresponding [3+2] cycloadduct as the major product along with a small amount of the three components adduct. Aliphatic N-tosylimines gave moderate yield for this reaction. In addition, a new phosphine-catalyzed cyclization reaction of dimethyl acetylenedicarboxylate with N-tosylimines is also described. A reaction mechanism is proposed. Further elaborations of the cycloaddition products and the synthesis of pentabromopseudilin using this method are exemplified.

Phosphine-catalyzed [3+2] cycloaddition reaction of methyl 2,3-butadienoate and N-tosylimines. A novel approach to nitrogen heterocycles

In the presence of a catalytic amount of triphenylphosphine, methyl 2,3-butadienoate smoothly reacted with aromatic or heteroaromatic N-tosylimines at room temperature to afford the [3+2] cycloaddition product in excellent yield.

Silyl-Substituted Thioimidates as Nitrile Ylide Equivalents

Treatment of silyl-substituted thioimidates with silver fluoride in the presence of a trapping agent produces dipolar cycloadducts formally derived from nitrile ylides.The ratio of cycloadducts obtained from the reaction of unsymmetrically substituted dip