21236-00-0

Upstream product

• 2786-02-9 2-lithiofuran 
• 129236-45-9 [1,1′-biphenyl]-4-yl methanesulfonate 
• 110-00-9 furan 
• 92-67-1 4-phenylalanine 
• 584-12-3 2-bromofuran 
• 5122-94-1 4-biphenylboronic acid 
• 3315-91-1 4-biphenylylmagnesium bromide 
• 92-52-4 biphenyl 
• 591-50-4 iodobenzene 
• 1449434-91-6 (E)-1-([1,1'-biphenyl]-4-yl)-4-hydroxybut-2-en-1-one 
• 2051-62-9 4'-biphenyl chloride 
• 106-39-8 bromochlorobenzene 
• 591-51-5 phenyllithium 
• 1449482-57-8 1-[3-(toluene-4-sulfonyl)biphenyl-4-yl]naphthalene 

Downstream Products

• 194221-04-0 4-Hydroxy-[1,1';4',1'']terphenyl-2,3-dicarboxylic acid dimethyl ester 
• 1443523-38-3 5,5'-di([1,1'-biphenyl]-4-yl)-2,2'-bifuran 

Relevant academic research and scientific papers

Photochemical (Hetero-)Arylation of Aryl Sulfonium Salts

The construction of (hetero)biaryls, which are ubiquitous scaffolds among medical substances, functional materials, and agrochemicals, constitutes a key application of cross-coupling methods. However, these usually require multiple synthetic steps. Herein, we report a simple photoinduced and catalyst-free C-H/C-H (hetero)arylation cross-coupling through aryl thianthrenium salts, which are formed site-selectively by direct C-H functionalization. The key to this approach is the UV-light, which can disrupt the C-S bond to form thianthrene radical cations and aryl radicals.

Palladium-Catalyzed Decarboxylative Alkynylation of α-Acyloxyketones by C(sp3)?O Bond Cleavage

Palladium-catalyzed decarboxylative alkynylation of α-acyloxyketones triggered by C(sp3)?O bond cleavage is disclosed. The decarboxylation strategy featuring a neutral reaction condition enabled an unprecedent catalytic alkynylation of a ketone enolate. The reaction was applied to a variety of substrates, giving desired products in good yields. We successfully obtained X-ray crystallography of a new palladium–enolate intermediate that was synthesized by a reaction of [Pd(cod)(CH2TMS)2] with XPhos and α-acyloxyketone at room temperature, indicating facile C(sp3)?O bond disconnection.

1,2,3-Triazolylidene palladium complex with triazole ligand: Synthesis, characterization and application in Suzuki–Miyaura coupling reaction in water

Palladium complex containing 1,2,3-triazolylidene and a labile triazole moiety has been prepared and characterized. Simple azide alkyne click reaction using three fold excess of dibromoethane afforded 1-(2-bromoethyl)-4-phenyl-1H-1,2,3-triazole. The latter on dehydrobromination yields N-vinyl triazole (Ntzl) which is subsequently used for preparing its triazolium salt. Further, Ntzl–Pd–Ntzl complex was prepared from triazole by simple palladation which underwent a ligand substitution reaction when treated with in situ generated triazolylidene to form Ctzl–Pd–Ntzl type complex. This mixed palladium complex was found to be highly effective in catalyzing Suzuki–Miyaura coupling reaction between aryl halides and aryl boronic acids in water at room temperature with very low catalyst loading.

METHOD FOR PREPARING SILANE DERIVATIVES FROM FURAN DERIVATIVES IN PRESENCE OF BORANE CATALYST

The present invention relates to a method for preparing various silane derivatives by subjecting various furan derivatives to hydrosilylation in the presence of a borane catalyst. The method for preparing silane derivatives according to the present invention is a very efficient method for converting, into high value-added silane derivatives, various furan derivatives derived from biomass.

Synthesis of 2,5-Disubstituted Furans from Sc(OTf)3 Catalyzed Reaction of Aryl Oxiranediesters with γ-Hydroxyenones

A convenient synthesis of 2,5-disubstituted furan was developed by employing donor-acceptor oxiranes in a new reaction with γ-hydroxyenones. Sc(OTf)3 was found to be the best catalyst, and 2,5-disubstituted furans are obtained in moderate to good yields under mild reaction conditions. The scope of the reaction is quite decent, allowing for the synthesis of disubstituted furans having aryl and heteroaromatic groups.

Catalytic direct cross-coupling of organolithium compounds with aryl chlorides

Palladium-catalyzed direct cross-coupling of aryl chlorides with a wide range of (hetero)aryl lithium compounds is reported. The use of Pd-PEPPSI-IPent or Pd2(dba)3/XPhos as the catalyst allows for the preparation of biaryl and heterobiaryl compounds in high yields under mild conditions (room temperature to 40 C) with short reaction times.

One-pot synthesis of functionalized p-terphenyl derivatives

A one-pot synthetic route for preparing functionalized p-terphenyl derivatives 1 and 4 is developed. The route is easily carried from the treatment of cinnamyl aldehydes 2 with substituted allylsulfones 3 in good yields via the tandem intermolecular aldol condensation/intramolecular electrocyclization/ oxidative dehydrogenation.

Synthesis of 2-substituted furans by iron- and palladium-catalyzed coupling reactions

The synthesis of 2-substituted furans via palladium- and iron-catalyzed coupling utilizing 2-bromofuran is described. Whereas palladium-catalyzed Suzuki coupling effectively provided the corresponding aryl furans, little or no product was obtained by palladium-catalyzed coupling with various alkyl nucleophiles. Iron-catalyzed coupling proved effective for the synthesis of primary and secondary alkyl furans in modest yields and aryl furans in low yields. Georg Thieme Verlag Stuttgart New York.

Efficient procedure for the preparation of 2-bromofuran and its application in the synthesis of 2-arylfurans

A simple, straightforward, and scalable procedure for the preparation of 2-bromofuran using N-bromosuccinimide (NBS) in dimethylformamide (DMF) is reported. The described preparation is conducted on a 20 to 50g scale and does not require extractive workup procedures or chromatographic purifications. To illustrate the synthetic applications of 2-bromofuran, palladium-catalyzed Suzuki coupling reactions of the prepared 2-bromofuran with various aryl boronic acids were investigated, and moderate to good yields of 2-arylfurans were obtained. Copyright Taylor & Francis Group, LLC.