129503-26-0

Upstream product

• 90-01-7 salicylic alcohol 
• 90-02-8 salicylaldehyde 
• 271-89-6 1-benzofurane 
• 583-53-9 2,3-dibromobenzene 
• 533-58-4 2-Iodophenol 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 60981-57-9 (benzofuran-2-yl)trimethylsilane 
• 615-36-1 2-bromoaniline 
• 70340-04-4 (2-hydroxybenzyl)triphenylphosphonium bromide 
• 7154-66-7 2-bromobenzoic acid chloride 
• 66003-76-7 Diphenyliodonium triflate 
• 1548157-80-7 C₁₆H₁₃BrO₃ 
• 1542581-05-4 (2-bromophenyl)(3-(2-methoxyphenyl)oxiran-2-yl)methanone 
• 1184025-46-4 2-(2-methoxyphenyl)-1-(2-bromophenyl)ethanone 

Downstream Products

• 121668-46-0 2-(benzofuran-2-yl)benzoic acid 
• 1025934-53-5 2-Benzofuran-2-yl-benzoyl chloride 
• 336111-35-4 (2-[1]Benzofuran-2-yl)benzene-1-thiol 

Relevant academic research and scientific papers

Scalable, transition-metal-free direct oxime o-arylation: Rapid access to o-arylhydroxylamines and substituted benzo[b]furans

O-Aryloximes, generated from readily available and inexpensive oximes through transition-metal-free O-arylation, can either be hydrolyzed to O-arylhydroxylamines or conveniently converted to structurally diverse benzo[b]furans through an environmentally benign, one-pot [3,3]-sigmatropic rearrangement/cyclization sequence. A scalable, transition-metal-free (TM-free) direct O-arylation of ketone oximes with a wide range of diaryliodonium salts has been developed. More than two dozen O-arylated oximes have been prepared in good to excellent yields at ambient temperature and were converted to the corresponding substituted benzo[b]furans through a [3,3]-sigmatropic rearrangement/cyclization sequence. Overall, this operationally simple, environmentally benign, and protecting-group-free approach, including a one-pot variant, allows rapid and convenient synthetic access to substituted benzo[b]furans (see scheme).

Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate

A Br?nsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF3-substituted benzofuran derivatives were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl3 as the catalyst.

Electrochemical Synthesis of Thienoacene Derivatives: Transition-Metal-Free Dehydrogenative C?S Coupling Promoted by a Halogen Mediator

The first electrochemical dehydrogenative C?S bond formation leading to thienoacene derivatives is described. Several thienoacene derivatives were synthesized by dehydrogenative C?H/S?H coupling. The addition of nBu4NBr, which catalytically promoted the reaction as a halogen mediator, was essential.

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

Synthesis of benzofurans from terminal alkynes and iodophenols catalyzed by recyclable palladium nanoparticles supported on N,O-dual doped hierarchical porous carbon under copper- and ligand-free conditions

We herein report that a stable and recyclable heterogeneous catalyst, consisting of Pd nanoparticles supported on N,O-dual doped hierarchical porous carbon derived from naturally available and renewable biomass-bamboo shoots, which allows for highly efficient one-pot tandem reaction of o-iodophenols with terminal alkynes to synthesize biologically active 2-benzofuran derivatives under copper- and ligand-free conditions. The catalyst performed superior catalytic performance compared with the analogous Pd/C and supported on other metal oxides under otherwise identical conditions. A broad set of aryl and alkyl terminal alkynes can be effectively coupled /cyclized with various o-iodophenols to afford their corresponding 2-benzofurans in good to high yields with good tolerance of multiple functional groups. Moreover, the catalyst showed good stability and could be reused several times without significant loss of activity.

Visible light mediated desilylative C(sp2)-C(sp2) cross-coupling reactions of arylsilanes with aryldiazonium salts under Au(i)/Au(iii) catalysis

Desilylative C(sp2)-C(sp2) cross-coupling reactions of arylsilanes with aryldiazonium salts under Au(i)/photoredox catalysis have been reported. The addition of Cu-salts as catalysts was found to be crucial for the success of this tr

SPIRO COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE COMPRISING SAME

The present specification relates to a spiro structure compound and an organic light emitting device including the same.

MAO inhibitory activity of bromo-2-phenylbenzofurans: Synthesis,: in vitro study, and docking calculations

Monoamine oxidase (MAO) is an enzyme responsible for metabolism of monoamine neurotransmitters which play an important role in brain development and function. This enzyme exists in two isoforms, and it has been demonstrated that MAO-B activity, but not MAO-A activity, increases with aging. MAO inhibitors show clinical value because besides the monoamine level regulation they reduce the formation of by-products of the MAO catalytic cycle, which are toxic to the brain. A series of 2-phenylbenzofuran derivatives was designed, synthesized and evaluated against hMAO-A and hMAO-B enzymes. A bromine substituent was introduced in the 2-phenyl ring, whereas position 5 or 7 of the benzofuran moiety was substituted with a methyl group. Most of the tested compounds inhibited preferentially MAO-B in a reversible manner, with IC50 values in the low micro or nanomolar range. The 2-(2′-bromophenyl)-5-methylbenzofuran (5) was the most active compound identified (IC50 = 0.20 μM). In addition, none of the studied compounds showed cytotoxic activity against the human neuroblastoma cell line SH-SY5Y. Molecular docking simulations were used to explain the observed hMAO-B structure-activity relationship for this type of compounds.

Rhodium-catalyzed intramolecular C-H silylation by silacyclobutanes

Silacyclobutane was discovered to be an efficient C-H bond silylation reagent. Under the catalysis of RhI/TMS-segphos, silacyclobutane undergoes sequential C-Si/C-H bond activations, affording a series of π-conjugated siloles in high yields and regioselectivities. The catalytic cycle was proposed to involve a rarely documented endocyclic β-hydride elimination of five-membered metallacycles, which after reductive elimination gave rise to a Si-RhI species that is capable of C-H activation. Old reagent, new reactivity: Silacyclobutane was discovered to be an efficient C-H bond silylation reagent under the catalysis of Rh/TMS-segophos. This new reactivity was attributed to a key Si-RhI intermediate formed through a Si-C activation, endocyclic β-H elimination and reductive elimination cascade. A wide array of siloles was obtained in high yields and excellent regioselectivities.

Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: From alkynes to benzo[b]furans and benzo[b]thiophenes

An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b ] furan and benzo[ b ] thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves