340696-22-2

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 534-22-5 2-methylfuran 
• 340696-10-8 2-(hydroxy(phenyl)methyl)-1-(4-methylphenylsulfonamido)benzene 
• 6590-65-4 N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 90312-02-0 N-(2-hydroxymethylphenyl)-4-methylbenzenesulfonamide 
• 5344-90-1 2-Aminobenzyl alcohol 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 1859-71-8 2-(tosylamino)benzophenone 

Downstream Products

• 1613377-94-8 (3E)-4-[1-(4-methylphenyl)sulfonyl-3-phenyl-1H-indol-2-yl]but-3-en-2-one 

Relevant academic research and scientific papers

Intramolecular Palladium-Catalyzed Oxidative Amination of Furans: Synthesis of Functionalized Indoles

Unconventional modification of palladium-catalyzed oxidative amination where a furan ring serves as a masked olefin is described. The designed chemical process provides 2-(2-acylvinyl)indole derivatives with up to a 93% yield and excellent E-selectivity. A highly reactive α,β-unsaturated carbonyl moiety of the obtained compounds allows for accessing various heteroaromatic scaffolds through simple synthetic procedures.

CuBr2-catalyzed alkylation of furans with benzyl alcohols and benzaldehydes. Domino reactions including this alkylation as a key step

A CuBr2-catalyzed alkylation of furans with a broad scope of benzyl alcohols and benzaldehydes is reported. Reaction proceeds efficiently under mild reaction conditions requiring no inert atmosphere or other precautions. Moreover, it is shown that CuBr2 catalyzes domino reactions of furans with benzyl alcohols or benzaldehydes bearing a nucleophilic moiety in the ortho-position. These protocols offer a practical approach to densely substituted heterocyclic motifs from easily available furans.

Oxidative Furan-to-Indole Rearrangement. Synthesis of 2-(2-Acylvinyl)indoles and Flinderole C Analogues

Oxidative rearrangement of 2-(2-aminobenzyl)furans affording 2-(2-acylvinyl)indoles in a stereocontrolled manner in good-to-excellent yields has been developed. Thus, (2-aminobenzyl)furans with electron-releasing alkoxy substituents in the phenyl group fo

Broensted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans

Broensted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans has been developed. This method operates via the in situ formation of aminobenzylfuran, followed by its recyclization into the indole core. The method proved to be efficient for substrates possessing different functional groups, including -OMe, -CO2Cy, and -Br. The resulting indoles can easily be transformed into diverse scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an α,β-unsaturated ketone moiety at the C-2 position.

Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus.

Furan ring opening - Indole ring closure: A new modification of the Reissert reaction for indole synthesis

A new modification of the Reissert reaction is reported. On treatment of 2-tosylaminobenzylfurans with ethanolic HCl, some indole derivatives have been obtained. The furan ring served as the origin of a carbonyl group in this reaction.