105516-46-9

Usage

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 1-(2-chlorophenyl)is used as an intermediate in the synthesis of various pharmaceuticals for its potential antiviral and anti-tumor properties. It contributes to the development of new drugs and treatments for a range of medical conditions, enhancing the therapeutic options available.
Used in Agrochemical Industry:
In the agrochemical industry, Pyrrolidine, 1-(2-chlorophenyl)is utilized as a building block in the creation of agrochemicals, such as pesticides and herbicides. Its unique structure allows for the development of effective compounds that can protect crops and enhance agricultural productivity.
Used in Drug Development Research:
Pyrrolidine, 1-(2-chlorophenyl)is employed in drug development research as a key component in the design and synthesis of novel therapeutic agents. Its versatile chemical properties enable the exploration of new drug candidates with potential applications in various disease areas, including viral infections and cancer.

Upstream product

• 638-37-9 butanedial 
• 95-51-2 o-chloroaniline 
• 694-80-4 2-bromo-1-chlorobenzene 
• 19733-68-7 N-chloropyrrolidine 
• 1256782-32-7 C₆H₄BrClZn 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 110-63-4 Butane-1,4-diol 
• 110-52-1 1,4-dibromo-butane 
• 1352216-52-4 1-(4-bromo-2-chlorophenyl)pyrrolidine 
• 55-98-1 busulfan 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 109-99-9 tetrahydrofuran 

Relevant academic research and scientific papers

Transition-Metal-Free Selective C?H Benzylation of Tertiary Arylamines by a Dearomatization-Aromatization Sequence

Due to the significance of hybrid systems in drug discovery, there is an urgent need to assemble multiple biologically active ingredients into a single molecule. Here, we report a general transition-metal-free selective C?H benzylation of tertiary arylamines in good to excellent yields with a broad substrate scope and high functional-group tolerance under mild conditions. Besides arylamines, some other benzene derivatives also readily furnished the corresponding diaryl methane derivatives with this protocol. A series of control experiments and theoretical calculations indicated that this transition-metal-free reaction is a dearomatization-aromatization process.

A NEW AND FACILE SYNTHESIS OF N-SUBSTITUTED PYRROLIDINE OF AMINES WITH AQUEOUS SUCCINALDEHYDE USING TETRACARBONYLHYDRIDOFERRATE, HFe(CO)4(1-), AS A HIGHLY SELECTIVE REDUCING AGENT.

Ethanolic tetracarbonylhydridoferrate combined with aqueous succinaldehyde is very efficient for the selective transformation of an amino group into a pyrrolidine ring.A large variety of both aliphatic and aromatic amines react with aqueous succinaldehyde in the presence of tetracarbonylhydridoferrate at room temperature under carbon monoxide to give the corresponding N-alkyl- and N-arylpyrrolidines in good to excellent yields.

Titanium tetrachloride-mediated synthesis of N-aryl-substituted azacycles from cyclic ethers

Titanium tetrachloride-mediated transformation of five- and six-membered cyclic ethers to the corresponding N-aryl-substituted azacycles is conducted in moderate to good yields under mild reaction conditions. Computational studies suggested a mechanism involving a Lewis acid-assisted ring-opening, a seven-membered metallacycle intermediate and a ring-closing process facilitated by direct participation of the metal center.

Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis

Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.

Organic photoredox catalytic α-C(sp3)-H phosphorylation of saturated: Aza -heterocycles

A metal-free C(sp3)-H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Br?nsted acid catalyses was established under mild conditions. This protocol provided straightforward and economic access to a variety of valuable α-phosphoryl cyclic amines by using commercially available diarylphosphine oxide reagents. In addition, the D-A fluorescent molecule DCQ was used for the first time as a photocatalyst and exhibited an excellent photoredox catalytic efficiency in this transformation. A series of mechanistic experiments and DFT calculations demonstrated that this transformation underwent a sequential visible light photoredox catalytic oxidation/nucleophilic addition process.

New N-substituted tetrahydropyrrole derivative synthesis method

The invention provides an amino boron intermediate-mediated synthesis method for preparing N-substituted tetrahydropyrrole derivatives by using aromatic amine and a five-membered oxygen heterocyclic compound as raw materials. According to the present invention, the N-substituted tetrahydropyrrole derivatives are specifically N-aryltetrahydropyrrole and N-aryl 2-methyltetrahydropyrrole, and have the following chemical structure general formulas, wherein Ar is phenyl, 4-methylphenyl, 4-fluorophenyl, 4-chlorophenyl, 2-chlorophenyl, 3-nitrophenyl, 2,4-difluorophenyl, 2,6-dichlorophenyl or 3,5-dichlorophenyl. The present invention discloses the chemical structures and the synthesis method of the compounds.

Dual C(sp3)?H Bond Functionalization of N-Heterocycles through Sequential Visible-Light Photocatalyzed Dehydrogenation/[2+2] Cycloaddition Reactions

Herein we describe a mild method for the dual C(sp3)?H bond functionalization of saturated nitrogen-containing heterocycles through a sequential visible-light photocatalyzed dehydrogenation/[2+2] cycloaddition procedure. As a complementary approach to the well-established use of iminium ion and α-amino radical intermediates, the elusive cyclic enamine intermediates were effectively generated by photoredox catalysis under mild conditions and efficiently captured by acetylene esters to form a wide array of bicyclic amino acid derivatives, thus enabling the simultaneous functionalization of two vicinal C(sp3)?H bonds.

NITROGEN-CONTAINING BIOPOLYMER-BASED CATALYSTS, THEIR PREPARATION AND USES IN HYDROGENATION PROCESSES, REDUCTIVE DEHALOGENATION AND OXIDATION

The present invention relates to a process for the preparation of a nitrogen containing biopolymer-based catalyst by pyrolysis of a metal complex with a nitrogen-containing biopolymer and to the nitrogen containing biopolymer-based catalysts obtainable by this process. In particular, the invention relates to a nitrogen containing biopolymer-based catalyst comprising metal particles and at least one nitrogen containing carbon layer. The invention also relates to the use of a nitrogen containing biopolymer-based catalyst in a hydrogenation process, preferably in a process for hydrogenation of nitroarenes, nitriles or imines; in a reductive dehalogenation process of C-X bonds, wherein X is CI, Br or I, preferably in a process for dehalogenation of organohalides or in a process for deuterium labelling of arenes via dehalogenation of organohalides; or in an oxidation process. Further, the invention relates to a metal complex with the nitrogen containing biopolymer, wherein the metal is a transition metal selected from the group consisting of manganese, ruthenium, cobalt, rhodium, nickel, palladium and platinum, preferably cobalt or nickel, and wherein the nitrogen containing biopolymer is selected from chitosan, chitin and a polyamino acid, preferably chitosan or chitin.

Synthetic method for five-component and six-component N-substituted nitrogenous heterocyclic compounds

The invention provides a synthetic method for preparing five-component and six-component N-substituted nitrogenous heterocyclic compounds from aromatic amine and five-component and six-component oxygen heterocyclic compounds via mediation by an aminotitanium intermediate. The five-component and six-component N-substituted nitrogenous heterocyclic compounds provided by the invention specifically refer to N-aryltetrahydropyrrole, N-aryl-2-methyltetrahydropyrrole, N-aryltetrahydropyrane, N-aryl-3,4-dihydro-1H-2-pyrane with a general chemical formula as defined in the specification. In the formula, Ar is a phenyl group, a 4-methylphenyl group, a 2-halophenyl group, a 3-halophenyl group or a 4-halophenyl group. The invention discloses the chemical structures and synthetic method of the compounds.

A Biomass-Derived Non-Noble Cobalt Catalyst for Selective Hydrodehalogenation of Alkyl and (Hetero)Aryl Halides

Hydrodehalogenation is a straightforward approach for detoxifications of harmful anthropogenic organohalide-based pollutants, as well as removal of halide protecting groups used in multistep syntheses. A novel sustainable catalytic material was prepared from biowaste (chitosan) in combination with an earth-abundant cobalt salt. The heterogeneous catalyst was fully characterized by transmission electron microscope, X-ray diffraction, and X-ray photoelectron spectroscopy measurements, and successfully applied to hydrodehalogenation of alkyl and (hetero)aryl halides with broad scope (>40 examples) and excellent chemoselectivity using molecular hydrogen as a reductant. The general usefulness of this method is demonstrated by successful detoxification of non-degradable pesticides and fire retardants. Moreover, the potential of the catalyst as a deprotection tool is demonstrated in a multistep synthesis of (±)-peronatin B (alkaloid).