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A novel protocol for intramolecular ketyl-olefin radical cyclization with low-valent titanium reagent is outlined. It allows the formation of the benzopyran nucleus from ortho-allyloxy propiophenones as the sole product in moderate yields via intramolecular radical cyclization. [ABSTRACT FROM AUTHOR]

A new route to the synthesis of 2-arylbenzo[b]furans has been developed. It involves homo/cross-McMurry coupling of salicylaldehyde/substituted salicylaldehydes/aromatic aldehydes to 2-styrylphenols, which undergo intramolecular cyclization with CuBr2 in tetrahydrofuran at ambient temperature to afford 2-arylbenzo[b]furans in good yields. [ABSTRACT FROM AUTHOR]

Copper(II) bromide was found to be a simple and efficient reagent for monobromination of electron-rich aromatic compounds at room temperature. The reaction proceeded smoothly with phenols, aryl alkyl ethers, and aromatic amines to afford the corresponding monobrominated product selectively in moderate to good yields. [ABSTRACT FROM AUTHOR]