1137270-38-2

Basic information

• Product Name: 1-bromo-2-((2-methoxyphenyl)ethynyl)benzene
• Synonyms: 1-bromo-2-((2-methoxyphenyl)ethynyl)benzene
• CAS NO: 1137270-38-2
• Molecular Weight: 287.156
• Mol File: 1137270-38-2.mol

Chemical Properties

• CAS DataBase Reference: 1-bromo-2-((2-methoxyphenyl)ethynyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-2-((2-methoxyphenyl)ethynyl)benzene(1137270-38-2)
• EPA Substance Registry System: 1-bromo-2-((2-methoxyphenyl)ethynyl)benzene(1137270-38-2)

Safety Data

• Hazardous Substances Data: 1137270-38-2(Hazardous Substances Data)

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 529-28-2 4-iodoanisol 
• 766-46-1 2-bromo-1-ethynylbenzene 
• 100-66-3 methoxybenzene 

Relevant articles and documents

Synthesis and properties of benzophospholo[3,2-b]benzofuran derivatives

Benzophospholo[3,2-b]benzofuran (BPBF) derivatives were studied as a new family of phosphole-containing π-conjugated organic materials. The versatile reactivity of the trivalent phosphorus center of the parent BPBF offered access to a variety of derivatives by simple chemical modifications. The diversity-oriented synthetic route was also developed to allow facile access to BPBFs with a different substituent on the phosphorus center. Photophysical properties were revealed based on UV-vis and photoluminescence spectroscopies and theoretical calculation. The characteristic property of BPBF derivatives is highly efficient photoluminescence. In particular, phosphole oxide derivatives demonstrated intense blue fluorescence with high quantum yield over 85% even in the solid state.

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.

Facile and practical synthesis of π-extended oxepins by benzannulation and intramolecular cyclization

π-Extended oxepins 1 and dimer 8 were synthesized by the benzannulation of the corresponding asymmetric diarylacetylene derivatives and 2-(phenylethynyl)benzaldehyde followed by the Cu-catalyzed intramolecular cyclization. The optical properties of the π-extended oxepins 1 and 8 are also investigated.

Gold-catalyzed cycloisomerization of pyridine-bridged 1,8-diynes: An expedient access to luminescent cycl[3.2.2]azines

Gold-catalyzed diyne cycloisomerizations involving carbene/alkyne metathesis have been the focal point of attention for the past few years as it offers great potential to build complex polycyclic architectures. However, the design of novel cycloisomerizations has been mostly limited to 1,5/1,6-diynes and has remained very challenging to apply for higher 1,n-diynes. Herein, we disclose an unprecedented cycloisomerization of pyridine-bridged 1,8-diynes involving carbene/alkyne metathesis to access luminescent cycl[3.2.2]azines.

A new class of N-doped ionic PAHs: Via intramolecular [4+2]-cycloaddition between arylpyridines and alkynes

Reported herein, for the first time, is a copper-promoted intramolecular [4+2]-cycloaddition cascade to access ionic N-doped polycyclic aromatic hydrocarbons (PAHs) with tunable emission wavelengths. It is shown that the reaction can be made catalytic with respect to Cu(OTf)2 when an external oxidant, Selectfluor, was used.

Oxidative Intramolecular 1,2-Amino-Oxygenation of Alkynes under AuI/AuIIICatalysis: Discovery of a Pyridinium-Oxazole Dyad as an Ionic Fluorophore

Oxidative intramolecular 1,2-amino-oxygenation reactions, combining gold(I)/gold(III) catalysis, is reported. The reaction provides efficient access to a structurally unique ionic pyridinium-oxazole dyad with tunable emission wavelengths. The application of these fluorophores as potential biomarkers has been investigated.

Iridium-Catalyzed Intramolecular Methoxy C?H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes

Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C?H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.

The intramolecular 5-: Exo, 7- endo -dig transition metal-free cyclization sequence of (2-alkynylphenyl) benzyl ethers: Synthesis of seven-membered fused benzo [b] furans

Base-promoted cyclization of (2-alkynylphenyl) benzyl ethers was studied in detail. The effects of the solvent, base, temperature, reaction time and amount of base on the efficacy of the cyclization reaction were analyzed and a new base-solvent system (tert-BuOK/DMSO) for effective cyclization of (2-alkynylphenyl) benzyl ethers was reported. The results showed that the cyclization reactions proceeded cleanly and smoothly under mild reaction conditions, employing tert-BuOK as a base, and DMSO as a solvent, at room temperature in a short reaction time (1 h). Under these conditions, a number of different substituted (2-alkynylphenyl) benzyl ethers were cyclized to the corresponding fused heterocycle cyclohepta[b]furans. This one-pot, two-step procedure occurred regioselectively giving only the cyclohepta[b]furans as the unique regioisomers via an initial intramolecular 5-exo-dig mode followed by an intramolecular 7-endo-dig mode. The cyclohepta[b]furan derivatives absorbed in the UV region (300-350 nm range) with molar absorptivity coefficient values attributed to spin and symmetry allowed π-π? electronic transitions. An emission located in the purple region (380-440 nm range), with a Stokes shift between 65-100 nm is probably associated with the charge transfer character of the excited state. The electrochemical analysis (CV) of the cyclohepta[b]furans showed an oxidation and reduction process, probably due to the presence of the selenium atom and π-anion radical species.

Manufacturing method, and new compd. Annelated compd. (by machine translation)

PROBLEM TO BE SOLVED: To provide a new method for producing a fused ring compound, and a new compound. SOLUTION: The method for producing a compound represented by formula (4) (wherein A1 and A2 each independently represents aromatic ring; X represe

Palladium-catalyzed C-S coupling: Access to thioethers, benzo[b]thiophenes, and thieno[3,2-b]thiophenes

The first C-S bond formation/cross-coupling/cyclization domino reaction using thiourea as a cheap and easy to handle dihydrosulfide surrogate has been developed. Structurally important biarylthioether, benzo[b]thiophenes, and thieno[3,2-b]thiophene scaffolds are provided in high yield.