52341-99-8

Upstream product

• 36707-30-9 2-(2-phenylethyl)furan 
• 68-12-2 N,N-dimethyl-formamide 
• 1202-49-9 (E)-2-styrylfuran 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 17376-04-4 2-phenethyl iodide 
• 100-44-7 benzyl chloride 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 98-01-1 furfural 

Downstream Products

• 69443-87-4 1-(2-Oxo-propyl)-4-phenethyl-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester 
• 69443-82-9 2-Acetonyl-5-β-phenethylfuran 

Relevant academic research and scientific papers

Preparation of Alkyl Indium Reagents by Iodine-Catalyzed Direct Indium Insertion and Their Applications in Cross-Coupling Reactions

An efficient method for the synthesis of alkyl indium reagent by means of an iodine-catalyzed direct indium insertion into alkyl iodide in THF is reported. The thus-generated alkyl indium reagents effectively underwent Pd-catalyzed cross-coupling reactions with various aryl halides, exhibiting good compatibility to a variety of sensitive functional groups. By replacing THF with DMA and using 0.75 equiv of iodine, less reactive alkyl bromide could be used as substrate for indium insertion with equal ease.

Cesium carbonate-catalyzed indium insertion into alkyl iodides and their synthetic utilities in cross-coupling reactions

A catalytic amount of cesium carbonate (10?mol%) was found to be capable of effectively catalyzing the insertion of indium powder into alkyl iodides. The thus-generated alkyl indium reagents could readily undergo palladium-catalyzed cross-coupling reactions with a wide variety of aryl halides, showing compatibility to a range of important functional groups.

Copper(II)-catalyzed preparation of alkylindium compounds and applications in cross-coupling reactions both in aqueous media

An efficient water-based method for the synthesis of alkylindium compound in the presence of a catalytic amount of cheap and readily available CuSO4·5H2O (10 mol%) was developed. The thus-generated alkylindium compounds effectively underwent palladium-catalyzed cross-coupling reactions with a myriad of aryl halides in aqueous media, leading to the cross-coupled products in modest to high yields. The mildness of the formed alkyl organometallics allowed the tolerance to various important functional groups incorporated in both substrates of alkyl iodides and aryl halides.

Cobalt(II)-catalyzed preparation of alkylindium reagents and applications in cross-coupling with aryl halides

The direct insertion of indium powder into alkyl iodides was found to be efficiently catalyzed by a catalytic amount of cobalt(II) bromide (10 mol%). Upon subjection of the thus-formed alkylindium compounds to palladium-catalyzed cross-coupling reactions with a wide range of aryl halides, a series of cross-coupled products could be obtained in moderate to good yields with the tolerance to many important functional groups.

Direct synthesis of water-tolerant alkyl indium reagents and their application in palladium-catalyzed couplings with aryl halides

A direct result: Alkyl indium reagents are synthesized by the insertion of indium into alkyl halide mediated by CuCl. The synthetic utility of these reagents is demonstrated by their palladium-catalyzed coupling with aryl halides (see scheme). The reagents are compatible with various functional groups, and this makes the protocol generally useful in organic synthesis. DMA=N,N-dimethylacetamide, TBS=tert-butyldimethylsilyl.

Preparation des acides alkyl et arylalkyl-5 methyl-2 benzofurannedicarboxyliques-6,7. Application a la synthese de derives de nouveaux heterocycles

Direct formation of 5-alkyl or arylalkyl 2-methylbenzofuran 6,7-dicarboxylic acid derivatives from Diels-Alder adducts of 5-alkyl or arylalkyl 2-acetonylfurans and dimethyl acetylenedicarboxylate is promoted by boron trifluoride etherate in methylene chloride at room temperature.The structures of these new compounds were established from their 1H and 13C nmr spectra.In 1,1,2,2-tetrachloroethane and in the presence of aluminium chloride, 5-arylalkylbenzofuran anhydrides undergo an intramolecular Friedel-Crafts acylations leading to new polycyclic benzofuran derivatives.