76429-69-1

Usage

Uses

Used in Chemical Synthesis:
5-chloro-2,3-dihydro-1-benzofuran is used as a building block in the synthesis of other organic compounds, particularly in the production of fine chemicals. Its structure and reactivity make it a valuable tool for chemical research and development.
Used in Pharmaceutical Industry:
5-chloro-2,3-dihydro-1-benzofuran may have potential uses in the pharmaceutical industry, although further research is needed to explore its specific applications in this field. Its unique chemical properties could potentially be harnessed for the development of new drugs or drug delivery systems.

Upstream product

• 76429-65-7 1-(2-bromoethoxy)-2-bromo-4-chlorobenzene 
• 121767-82-6 2-Bromo-4-chloro-1-(2-chloro-ethoxy)-benzene 
• 496-16-2 2.3-dihydrobenzofuran 
• 23145-05-3 5-chlorobenzofuran 
• 695-96-5 2-bromo-4-chlorophenol 
• 115997-75-6 6-Chloro-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene 

Relevant academic research and scientific papers

Efficient halogenation synthesis method of aryl halide

The invention discloses an efficient halogenation synthesis method of aryl halide. The method comprises the following step: in the presence of a catalyst (sulfoxide or oxynitride), a halogenation reagent and a solvent, carrying out a halogenation reaction on an aromatic ring compound to obtain the aryl halide. According to the present invention, in the presence of a catalyst (sulfoxide or nitrogenoxide), a halogenation reagent and a solvent, the aromatic ring is subjected to an efficient halogenation reaction, such that the very useful aryl halide can be obtained with high activity and high selectivity; and by adopting the method disclosed by the invention, aryl halides can be efficiently synthesized, and the method has a wide application prospect in actual production.

Selective Hydrogenation of Benzofurans Using Ruthenium Nanoparticles in Lewis Acid-Modified Ruthenium-Supported Ionic Liquid Phases

Ruthenium nanoparticles immobilized on a Lewis-acid-functionalized supported ionic liquid phase (Ru?SILP-LA) act as effective catalysts for the selective hydrogenation of benzofuran derivatives to dihydrobenzofurans. The individual components (nanoparticles, chlorozincate-based Lewis-acid, ionic liquid, support) of the catalytic system are assembled using a molecular approach to bring metal and acid sites in close contact on the support material, allowing the hydrogenation of O-containing heteroaromatic rings while keeping the aromaticity of C6-rings intact. The chlorozincate species were identified to be predominantly [ZnCl4]2- anions using X-ray photoelectron spectroscopy and are in close interaction with the metal nanoparticles. The Ru?SILP-[ZnCl4]2- catalyst exhibited high activity, selectivity, and stability for the catalytic hydrogenation of a variety of substituted benzofurans, providing easy access to biologically relevant dihydrobenzofuran motifs under continuous flow conditions.

HETEROCYCLIC COMPOUND

Provided is a heterocyclic compound that may have a GCN2 inhibitory action, and is expected to be useful for the prophylaxis or treatment of GCN2 associated diseases including cancer and the like. A compound represented by the formula (I): wherein each symbol is as described in the DESCRIPTION, or a salt thereof.

Iron(III)-Catalyzed Chlorination of Activated Arenes

A general and regioselective method for the chlorination of activated arenes has been developed. The transformation uses iron(III) triflimide as a powerful Lewis acid for the activation of N-chlorosuccinimide and the subsequent chlorination of a wide range of anisole, aniline, acetanilide, and phenol derivatives. The reaction was utilized for the late-stage mono- and dichlorination of a range of target compounds such as the natural product nitrofungin, the antibacterial agent chloroxylenol, and the herbicide chloroxynil. The facile nature of this transformation was demonstrated with the development of one-pot, tandem, iron-catalyzed dihalogenation processes allowing highly regioselective formation of different carbon-halogen bonds. The synthetic utility of the resulting dihalogenated aryl compounds as building blocks was established with the synthesis of natural products and pharmaceutically relevant targets.

Copper-Catalyzed Reductive Cross-Coupling of Nonactivated Alkyl Tosylates and Mesylates with Alkyl and Aryl Bromides

A copper-catalyzed reductive cross-coupling reaction of nonactivated alkyl tosylates and mesylates with alkyl and aryl bromides was developed. It provides a practical method for efficient and cost-effective construction of aryl-alkyl and alkyl-alkyl C=C bonds with stereocontrol from readily available substrates. When used in an intramolecular fashion, the reaction enables convenient access to various substituted carbo- or heterocycles, such as 2,3-dihydrobenzofuran and benzochromene derivatives.

LEWIS ACID CATALYZED HALOGENATION OF ACTIVATED CARBON ATOMS

A practical and efficient method for halogenation of activated carbon atoms using readily available /V-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.

Lewis acid catalyzed highly selective halogenation of aromatic compounds

A simple and efficient procedure for the halogenation of aromatic compounds with NCS, NBS, NIS and NFSI in the presence of catalytic amount of ZrCl 4 is described. Chlorination, bromination, iodination and fluorination of various aromatic compounds are performed with high selectivity under mild reaction conditions. Georg Thieme Verlag Stuttgart.

Substituted 2-imidazolines and use thereof

The invention relates to novel substituted 2-imidazolines (I) having a lowering effect on blood glucose in mammals, to their preparation, to pharmaceutical compostions containing them and to their use. STR1

PHOTOCHEMICAL BEHAVIOUR OF 3,4-EPOXYPRECOCENE-I AND RELATED EPOXYCHROMANS

A systematic study of photochemical behaviour of 3,4-epoxyprecocene-I and related epoxychromans was undertaken.Upon irradiation in acetone or cyclohexane, 3,4-epoxyprecocene-I 1 was found to undergo photoisomerisation to the corresponding 3-chromanone 2.In contrast, the photochemical behaviour of analogous 3,4-dihydro-3,4-epoxy-2H-1-benzopyrans 3 was found to be dependent upon the nature of solvent.Irradiation of 3 in cyclohexane led to photodecarbonylation leading to the formation of 2,3-dihydrobenzofurans 4, whereas irradiation in acetone resulted in the formation of chromanones 5.

The Synthesis of 5-Substituted 2,3-Dihydrobenzofurans

The preparation of 2,3-dihydrobenzofurans 6 from 2-(2-bromophenoxy)ethyl chlorides 3 by reaction with magnesium in a development of the Parham cyclialkylation reaction is described.A high yielding procedure using phase-transfer catalysis has also been developed for the preparation of the intermediate chloroethyl ethers 3 from bromophenols 2.The 5-hydroxy derivative 15 may be obtained from 2,3-dihydrobenzofuran (6a) by reaction with electrophilic reagents followed by oxidation.