33004-90-9

Upstream product

• 623-47-2 propynoic acid ethyl ester 
• 108349-24-2 ethyl 2-methylene-4-oxo-4-phenylbutanoate 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 
• 1371637-00-1 C₈H₁₃BrO₃ 
• 536-74-3 phenylacetylene 
• 1371636-99-5 (Z)-ethyl 2-bromo-3-phenoxyacrylate 
• 1371637-02-3 C₁₀H₁₁IO₄ 
• 1371636-86-0 (E)-ethyl 2-(isopropoxymethylene)-4-phenylbut-3-ynoate 
• 1371636-88-2 (E)-ethyl 2-((furan-2-ylmethoxy)methylene)-4-phenylbut-3-ynoate 
• 1371636-98-4 (E)-ethyl 2-(phenoxymethylene)-4-phenylbut-3-ynoate 
• 1371636-75-7 ethyl trans-2-(phenoxymethylene)-4-phenylbut-3-ynoate 
• 14762-48-2 ethyl 2-diazo-3-oxo-propanoate 
• 62-53-3 aniline 
• 104-94-9 4-methoxy-aniline 

Relevant academic research and scientific papers

Copper-catalyzed synthesis of 1,2,4-trisubstituted pyrroles via cascade reactions of aryloxy-enynes with amines

A highly efficient copper-catalyzed cascade reaction of aryloxy-enynes with amines under mild reaction conditions has been developed. This methodology offers rapid access to 1,2,4-trisubstituted pyrroles in good to excellent yields in a regioselective manner.

Reactions of enaminones with diazocarbonyl compounds

The [Cu(acac)2]-catalyzed reactions of several tertiary enaminones with three diazocarbonyl compounds, i.e., dimethyl diazomalonate, ethyl diazoacetoacetate, and ethyl diazoacetate, yielded amino- and additionally carbonyl-substituted dihydrofurans, together with further furan derivatives. Due to the conjugation of α-carbonyl/α-Ph groups, reactions proceeded only via 1,5-electrocyclization of corresponding keto-ylides. On the other hand, in the absence of any α-substituent, tertiary enaminone and ethyl diazoacetate, reacted via an accompanying mechanism by a push-pull cyclopropane intermediate, to yield a 2,4-dicarbonyl-substituted furan in one step with moderate yield. Copyright

Gold-catalyzed efficient synthesis of 2,4-disubstituted furans from aryloxy-enynes

A series of (E)-1-aryloxy-1-en-3-ynes has been prepared by Sonogashira coupling of 2-bromo-3-aryloxypropenoates with terminal alkynes using Pd(PPh 3)4 and CuI as the catalysts in Et3N. The resulting enynyl-aryl ethers are found to be highly applicable to the synthesis of 2,4-disubstituted furans with an ester group at C-4 position through an Au/Ag-catalyzed annulation reaction under extremely mild reaction conditions. The Royal Society of Chemistry 2012.

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

Facile one-pot synthesis of di- and tri-substituted furans from acyl isocyanates using trimethylsilyldiazomethane

The Diels-Alder reaction of 2-substituted 4-(trimethylsilyloxy)oxazoles, which were prepared in situ from trimethylsilyldiazomethane and acyl isocyanates, with dimethyl acetylenedicarboxylate or ethyl propiolate gave furan-3,4-dicarboxylic or furan-3-carboxylic esters in good yields.

A SIMPLE AND GENERAL APPROACH FOR THE SYNTHESIS OF 2-SUBSTITUTED 4-ETHOXYCARBONYLFURAN

A four step strategy has been devised to synthesize 2-substituted 4-ethoxycarbonylfuran starting from an aldehyde.