29113-64-2

Upstream product

• 89201-10-5 α-Phenacyl-acetessigsaeure-aethylester 
• 674-82-8 4-methyleneoxetan-2-one 
• 1923-01-9 trimethyl(1-phenylvinyl)silane 
• 1801-77-0 oxovanadium(V) ethoxydichloride 
• 52313-46-9 ethyl 2-acetyl-4-oxo-4-phenylbutanoate 
• 2009-97-4 ethyl 2-diazo-3-oxobutanoate 
• 536-74-3 phenylacetylene 
• 141-97-9 ethyl acetoacetate 
• 33440-88-9 silver phenylacetylide 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 109681-42-7 tert-butyl-dimethyl-(1-phenyl-vinyl)-silane 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 7436-90-0 2,2-dibromostyrene 

Downstream Products

• 3652-48-0 ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 62664-44-2 ethyl 2-methyl-5-phenylthiophene-3-carboxylate 
• 111787-91-8 3-(hydroxymethyl)-2-methyl-5-phenylfuran 
• 108124-17-0 2-methyl-5-phenyl-furan-3-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of polysubstituted furans from aryl gem-dibromoethenes

[Figure not available: see fulltext.] Synthesis of 2,3,5-trisubstituted furans can be performed at 120°C in DMF using aryl gem-dibromoethenes and ethyl acetoacetate as the starting substrates under the assistance of Ag2CO3–Cs2/

Copper-Mediated [3 + 2] Oxidative Cyclization Reaction of N-Tosylhydrazones and β-Ketoesters: Synthesis of 2,3,5-Trisubstituted Furans

The first attempt at utilizing N-tosylhydrazones as two-carbon synthons has been successfully achieved, which underwent a copper-mediated [3 + 2] oxidative cyclization reaction to afford 2,3,5-trisubstituted furans in moderate to good yields. The features of this method include inexpensive metal catalyst, readily available substrates, high regioselectivity, and convenient operation. The studies provide important approaches for further exploration of the powerful and diverse reaction abilities of N-tosylhydrazones.

Copper-Catalyzed Coupling of 2-Siloxy-1-alkenes and Diazocarbonyl Compounds: Approach to Multisubstituted Furans, Pyrroles, and Thiophenes

We report herein copper(II)-catalyzed cyclization reactions of silyl enol ethers derived from methyl ketones with α-diazo-β-ketoesters or α-diazoketones to afford 2-siloxy-2,3-dihydrofuran derivatives or 2,3,5-trisubstituted furans, respectively, under mild conditions. The former cyclization products serve as versatile 1,4-diketone surrogates, allowing facile preparation of 2,3,5-trisubstituted furans, pyrroles, and thiophenes.

Cobalt(II)-catalyzed electrophilic alkynylation of 1,3-dicarbonyl compounds to form polysubstituted furans via π-π Activation

Polysubstituted furans were obtained with excellent yields via the electrophilic alkynylation of 1,3-dicarbonyl compoundsws with phenyl- or ester-substituted brominated alkynes. The reaction is catalyzed by the inexpensive and readily available catalyst, cobalt(II) chloride, and has a wide substrate scope. The C(sp)-C(sp3) coupling occurs under mild conditions with short reaction times and does not require an inert atmosphere or ligands. It is proposed that the reaction proceeds through a chelation complex of cobalt(II) with the deprotonated 1,3-dicarbonyl compound.

Tuning radical reactivity using iodine in oxidative C(sp3)-H/C(sp)-H cross-coupling: An easy way toward the synthesis of furans and indolizines

Molecular iodine was found to be an effective redox catalyst for the oxidative cross-coupling of carbonyl compounds with terminal alkynes. In this work, we demonstrated that iodine could tune radical reactivity through reversible C-I bond formation for co

Cu(I)-catalyzed reaction of diazo compounds with terminal alkynes: A direct synthesis of trisubstituted furans

A method for the synthesis of tri-substituted furans has been developed based on Cu(I)-catalyzed reaction of terminal alkynes with β-keto α-diazoesters. This method for the synthesis of 2,3,5-trisubstituted furans is operationally simple and applicable to

Direct oxidative coupling of enamides and 1,3-dicarbonyl compounds: A facile and versatile approach to dihydrofurans, furans, pyrroles, and dicarbonyl enamides

An efficient manganese(III)-mediated oxidative coupling reaction between α-aryl enamides and 1,3-dicarbonyl compounds has been developed. A series of dihydrofurans and dicarbonyl enamides were synthesized in moderate to good yields. Moreover, these dihydrofurans could be readily transformed into the corresponding furans and pyrroles via the Paal-Knorr reaction.

Silver-mediated oxidative C-H/C-H functionalization: A strategy to construct polysubstituted furans

A novel silver-mediated highly selective oxidative C-H/C-H functionalization of 1,3-dicarbonyl compounds with terminal alkynes for the creation of polysubstituted furans and pyrroles in one step has been demonstrated. Promoted by the crucial silver specie

Regioselective synthesis of multisubstituted furans via metalloradical cyclization of alkynes with α-diazocarbonyls: Construction of functionalized α-oligofurans

Co(III)-carbene radicals generated from activation of α- diazocarbonyls by Co(II)-porphyrin complexes have been shown to undergo a new type of tandem radical addition reaction with alkynes that affords five-membered furan structures. The Co(II) complex of

One-pot synthesis of furans using base- and acid-supported reagents Na 2CO3/Al2O3-PPA/SiO2'

A convenient method for the one-pot synthesis of furans from -keto esters and -halo ketones was developed using an acid- and base-supported reagent system Na2CO3/Al2O3-PPA/SiO2'. The condensation reaction of triketones, which are formed from the reaction of -keto esters with -halo ketones in the presence of Na2CO 3/Al2O3, was promoted by PPA/SiO2 to give the corresponding furans in good yields. This method is simple and easy to perform in comparison with stepwise processes, and the yields are good.