27350-33-0

Upstream product

• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 61053-50-7 methyl(2-nitrophenyl)selenide 
• 70086-67-8 2-(methylselanyl)aniline 
• 536-74-3 phenylacetylene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 882868-25-9 2-(phenylethynyl)phenyl methyl selenide 
• 77287-69-5 1-(2-Iodophenyl)-2-phenyloxirane 
• 150858-43-8 2-(2-Iodo-phenyl)-3-phenyl-oxirane 
• 144428-05-7 2-(Benzylseleno)-1-(2-iodophenyl)-2-phenylethanol 

Relevant academic research and scientific papers

Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines

An Ag-catalyzed cyclization/demethylation of 2-alkynylthio(seleno)anisoles and 2-alkynyldimethylanilines is described and applied for the construction of valuable benzothio(seleno)phenes as well as indoles. Various 2-substituted benzothio(seleno)phenes and indoles were obtained in good to excellent yields under mild reaction conditions with low catalyst loading. An application of this new method is also exemplified with a concise synthesis of a bioactive molecule precursor. Furthermore, a conceivable reaction mechanism is proposed with supports from isotope-exchange experiments.

Benzo[b]tellurophenes as a potential histone H3 lysine 9 demethylase (KDM4) inhibitor

Gene expression and tumor growth can be regulated by methylation levels of lysine residues on histones, which are controlled by histone lysine demethylases (KDMs). Series of benzo[b]tellurophene and benzo[b]selenophene compounds were designed and synthesi

Process for preparing benzo selenophen compound by catalytic method

The invention provides a process for preparing a benzo selenophen compound by a catalytic method, and belongs to the technical field of heterocyclic compound preparation. The method comprises the following steps of in the presence of an acidic solvent, ta

Preparation of Benzothiophenes and Benzoselenophenes from Arylamines and Alkynes via Radical Cascade Reactions

An intermolecular radical cascade reaction between readily prepared o-methylthio-arylamines or o-methylselanyl-arylamines and alkynes for the preparation of valuable benzothiophenes or benzoselenophenes is reported. These transformations occur efficiently with complete regioselectivity and the products are obtained in moderate to good yields. The current protocol is successfully applied to the synthesis of the key intermediates of the drug raloxifene and an AT1receptor antagonist.

Tandem free-radical addition/substitution chemistry and its application to the preparation of novel AT1 receptor antagonists

Benzothiophene and benzoselenophene analogues of the thiophene-containing antihypertensives milfasartan and eprosartan were prepared and tested for AT1 receptor antagonist properties. While the sulfur-containing systems were prepared following

One-pot synthesis of benzo[b]thiophenes and benzo[b]selenophenes from o-halo-substituted ethynylbenzenes: convenient approach to mono-, bis-, and tris-chalcogenophene-annulated benzenes

A convenient one-pot procedure for the synthesis of benzo[b]thiophenes and selenophenes from readily available o-halo-ethynylbenzene precursors is described. Regardless of the substituent on the acetylene terminus or the number of cyclization moieties on the precursors, various benzo[b]thiophenes and selenophenes, including not only the parent, alkyl-, and phenyl-substituted derivatives but also benzo[1,2-b:4,5-b']dithiophenes and diselenophenes and benzo[1,2-b:3,4-b':5,6-b'']trithiophenes and triselenophenes can be prepared in good to high yields.

A convenient one-pot preparation of benzo[b] -tellurophenes, - selenophenes, and -thiophenes from o- bromoethynylben zenes

2-Substituted and unsubstituted benzo[b]tellurophenes (3Aa-e) were synthesized in one-pot from o-bromoethynylbenzenes (2) via three steps in good yields. Similarly, benzo[b]-selenophenes (3Ba-e) and -thiophenes (3Ca- e) were also obtained.

Free-Radical Homolytic Substitution at Selenium: An Efficient Method for the Preparation of Selenophenes

Substituted and unsubstituted 1-(benzylseleno)-4-iodobut-3-en-2-ols 12 and 2-(benzylseleno)-1-(2-iodophenyl)ethanols 18 react smoothly with tris(trimethylsilyl)silane in benzene at 80 deg C (AIBN initiator) to afford selenophenes 16 and benzoselenophenes 21 in excellent yield.These reactions presumably involve intramolecular homolytic substitution by aryl and vinyl radicals 14 and 20 at the selenium atom with the expulsion of benzyl radical followed by facile dehydration to afford the aromatic selenophene ring system in each case.Competitive rate studies on the ring closure of the 2-phenyl radical 25 in the presence of tri-n-butyltin hydride to give 2,3-dihydrobenzoselenophene (27) and 1-(benzylseleno)-2-phenylethane (28) provide a rate constant for ring closure (kc) of approximately 3E7 s- at 80 deg C.The determination of more accurate data is hampered by what we attribute to be the involvement of a slow, but competive nonradical process.

Homolytic substitution at selenium: A convenient synthesis of benzoselenophenes

Substituted 2-benzylseleno-1-(2-iodophenyl)ethanols (6) react smoothly with tris(trimethyl)silane (TTMSS) ion benzene at 80° (AIBN initiator) to give benzo[b]selenophenes (3) in 80-86% yield. Interestingly, when the parent selenide (6:R1+R