1026-59-1

Usage

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 3-phenyl-1-(phenylmethyl)is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and improve the efficacy of existing ones. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, Pyrrolidine, 3-phenyl-1-(phenylmethyl)is utilized as an intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby contributing to increased crop yields and agricultural productivity.
Used in Organic Synthesis:
Pyrrolidine, 3-phenyl-1-(phenylmethyl)is used as a building block in the synthesis of complex organic compounds. Its versatile structure allows for the formation of a wide range of chemical entities, making it a valuable component in the development of new materials and compounds with various applications in research and industry.
Used in Chemical Reactions and Processes:
Pyrrolidine, 3-phenyl-1-(phenylmethyl)is employed in various chemical reactions and processes in the pharmaceutical and agrochemical industries due to its reactivity and ability to form stable intermediates. Its involvement in these processes can lead to the production of high-quality end products with desired properties and functionalities.

Upstream product

• 201230-82-2 carbon monoxide 
• 40032-57-3 N-(3-phenylprop-2-ynyl)benzenemethanamine 
• 100-42-5 styrene 
• 111184-83-9 N,N-bis<(benzotriazol-1-yl)methyl>benzylamine 
• 108303-98-6 N-benzyl-4-phenylpyrrolidin-2-one 
• 635-51-8 2-phenylsuccinic acid 
• 101767-83-3 N-benzyl-3-(phenylsulfonyl)pyrrolidine 
• 100-58-3 phenylmagnesium bromide 
• 622-79-7 benzyl azide 
• 16766-63-5 5-phenyl-3,4-dihydro-2H-pyran 
• 42856-57-5 (+/-)-1-benzyl-3-phenylpyrrolidine-2,5-dione 
• 118989-05-2 3-phenyl-N-(1'-hydroxy-2'-butyl)-pyrrolidine 
• 100-39-0 benzyl bromide 
• 118988-99-1 3-phenyl-N-(1'-tert-butoxy-2'-butyl)pyrrolidine 

Downstream Products

• 936-44-7 3-phenylpyrrolidine 
• 228579-02-0 1,1-dioxo-2-[4-(3-phenyl-pyrrolidin-1-yl)-butyl]-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 

Relevant academic research and scientific papers

Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis

Mild methods to cleave the carbon-oxygen (C?O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C?O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly streamline preparation of bioactive compounds. Mechanistic studies reveal a cleavage-then-rebound pathway via zinc/nickel tandem catalysis.

Iron-catalyzed cross-coupling of unactivated secondary alkyl thio ethers and sulfones with aryl grignard reagents

The first systematic investigation of unactivated aliphatic sulfur compounds as electrophiles in transition-metal-catalyzed cross-coupling are described. Initial studies focused on discerning the structural and electronic features of the organosulfur substrate that enable the challenging oxidative addition to the C(sp3)-S bond. Through extensive optimization efforts, an Fe(acac)3-catalyzed cross-coupling of unactivated alkyl aryl thio ethers with aryl Grignard reagents was realized in which a nitrogen "directing group" on the S-aryl moiety of the thio ether served a critical role in facilitating the oxidative addition step. In addition, alkyl phenyl sulfones were found to be effective electrophiles in the Fe(acac) 3-catalyzed cross-coupling with aryl Grignard reagents. For the latter class of electrophile, a thorough assessment of the various reaction parameters revealed a dramatic enhancement in reaction efficiency with an excess of TMEDA (8.0 equiv). The optimized reaction protocol was used to evaluate the scope of the method with respect to both the organomagnesium nucleophile and sulfone electrophile.

Synthesis of 3-substituted pyrrolidines

A method was developed for the synthesis of derivatives of 3-substituted pyrrolidines from activated alkenes by 1,3-dipolar cycloaddition of unstable 2-benzylazomethylide, generated in situ from N-benzyl-N-(methoxymethyl)-N- (trimethylsilyl)amine. A method was developed for the reduction of 4-(3-pyrrolidyl)pyridine, prepared by the above-mentioned method, to the corresponding derivatives of (3-pyrrolidyl)piperidine with high yields under mild conditions.

An efficient synthesis of nitrogen heterocycles by Cp*Ir-catalyzed N-cycloalkylation of primary amines with diols

A new efficient method for the N-cycloalkylation of primary amines with diols catalyzed by a Cp*Ir complex have been developed. A variety of five-, six-, and seven-membered cyclic amines are synthesized in good to excellent yields in environmentally benign and atom economical manner with the formation of only water as a coproduct. A large scale synthesis of N-benzylpiperidine and a two-step asymmetric synthesis of (S)-2-phenylpiperidine using (R)-1-phenylethylamine as a starting primary amine have been also achieved.

FUSED BENZENE DERIVATIVE AND USE

The present invention provides a compound represented by the general formula: [wherein Ring A represents an optionally substituted 5- to 8-membered ring, Ring B represents a further optionally substituted 4- to 10-membered ring, Ring C represents a further optionally substituted benzene ring, X1 represents carbon atom, X2 represents a carbon atom, an oxygen atom, etc., W represents a nitrogen atom, etc., Y11 represents a group represented by the formula CR2R3' (wherein R2 represents a hydrogen atom, a cyano group, a nitro group, etc., and R3' represents a hydrogen atom, a cyano group, a nitro group, etc., respectively), Y21 represents a group represented by the formula CR4R5' (wherein R4 represents a hydrogen atom, a cyano group, a nitro group, etc., and R5' represents a hydrogen atom, a cyano group, a nitro group, etc., respectively), etc., and R1 represents an electron-withdrawing group, respectively. The formula represents a single bond or a double bond] or a salt thereof, which is useful as an androgen receptor modulator.

New ring expansion of cyclobutanones: Synthesis of pyrrolinones, pyrrolidines and pyrroles

2,2-Dichlorocyclobutanones reacted with various amines to give ring opening leading to 4,4-dichlorobutanamides. These compounds proved to be suitable substrates for the synthesis of 3-pyrrolin-2-ones, 2-pyrrolidinones, pyrrolidines and pyrroles.

Cp*Ir complex-catalyzed N-heterocyclization of primary amines with diols: A new catalytic system for environmentally benign synthesis of cyclic amines

(Chemical Equation Presented) A new efficient method for the N-heterocyclization of primary amines with diols catalyzed by a Cp*Ir complex was developed. A variety of five-, six-, and seven-membered cyclic amines were synthesized in good to excellent yields with the formation of only water as a byproduct. A two-step asymmetric synthesis of (S)-2-phenylpiperidine was also achieved using (R)-1-phenylethylamine as a starting primary amine.

N-Substituted-3-arylpyrrolidines: Potent and Selective Ligands at Serotonin 1A Receptor

3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents.

Synthesis of 3-arylpyrrolidines by cycloadditions of N,N-bis(benzotriazolylmethyl)amines to styrenes

A novel synthesis of 3-arylpyrrolidines (3a-m) via the cycloaddition of bis-benzotriazole derivatives to styrenes is described.