Solvent directed electrophilic iodination and phenylselenenylation of activated alkyl aryl ketones

B Panunzi, L Rotiroti, M Tingoli

Index: Panunzi, Barbara; Rotiroti, Lucia; Tingoli, Marco Tetrahedron Letters, 2003 , vol. 44, # 49 p. 8753 - 8756

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Citation Number: 18

Abstract

A mixture of molecular iodine and phenyliodine (III) bis (trifluoroacetate)(BTI) in CH3CN (or CH3OH) iodinates the aromatic ring of some activated alkyl aryl ketones. A different outcome results if PhSeSePh is used instead of I2 in the presence of BTI. In CH3CN the aromatic phenylselenenylation is still observed while in CH3OH the formation of α-phenylseleno ketones occurs followed by the conversion of these intermediates into the corresponding α ...