1286764-01-9

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 533-58-4 2-Iodophenol 

Downstream Products

• 1286763-74-3 2-(1-cyclohexen-1-yl)-N,N-diethylbenzofuran-3-amine 
• 1309445-19-9 2-{2-(cyclohex-1-en-1-yl)benzofuran-3-yl}-5-phenyl-1,3,4-oxadiazole 
• 1332460-64-6 1-(1-cyclohexenylethynyl)-2-(2-methylallyloxy)benzene 
• 1356364-33-4 2-(cyclohex-1-en-1-yl)benzo[b]furan 
• 1427193-97-2 n-butyl (E)-3-[2-(cyclohex-1-en-1-yl)benzofuran-3-yl]acrylate 

Relevant academic research and scientific papers

Indium(III)-Catalyzed Synthesis of Benzo[ b]furans by Intramolecular Hydroalkoxylation of ortho-Alkynylphenols: Scope and Mechanistic Insights

Indium(III) halides catalyze the hydroalkoxylation reaction of ortho-alkynylphenols to afford benzo[b]furans in good yields. The reaction proceeds with 5-endo-dig regioselectivity with a variety of phenols functionalized at the arene and alkyne moieties in high yields using InI3 (5 mol %) in DCE. Experimental and computational studies support a mechanism based on the indium(III) π-Lewis acid activation of the alkyne followed by nucleophilic addition of the phenol and final protodemetalation to afford the corresponding benzo[b]furan. DFT calculations suggest that dimer In2I6 is the catalytic species through a novel double coordination with the alkyne and the hydroxyl group.

A Palladium-Catalyzed Domino Approach to 2,3-Disubstituted Benzofurans via an Intermolecular Carbopalladation/C(sp3)?H Functionalization/Isomerization Sequence

A palladium-catalyzed domino strategy has been developed for the synthesis of 2,3-disubstituted benzofuran derivatives. This cascade reaction sequence involves intermolecular carbopalladation and C(sp3)?H functionalization followed by isomerization. (Figure presented.).

Efficient microwave-assisted one-pot three-component synthesis of 2,3-disubstituted benzofurans under Sonogashira conditions

An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[b]furans from commercially available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[b]furan in good to excellent yields. The use of microwave irradiation shortens the reaction times and minimizes the side products. This methodology is especially useful for the construction of libraries of highly substituted benzo[b]furans and their analogues.

Rhodium-catalyzed olefin isomerization/enantioselective intramolecular alder-ene reaction cascade

The olefin isomerization/enantioselective intramolecular Alder-ene reaction cascade was achieved by using a cationic rhodium(I)/(R)-BINAP complex as a catalyst. A variety of substituted dihydrobenzofurans and dihydronaphthofurans were obtained from phenol