Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2, 3-disubstituted indoles and their antimicrobial activity

…, S Rogelj, LV Frolova, K Lepthien, A Kornienko…

Index: Daly, Seth; Hayden, Kathryn; Malik, Indranil; Porch, Nikki; Tang, Hong; Rogelj, Snezna; Frolova, Liliya V.; Lepthien, Katrina; Kornienko, Alexander; Magedov, Igor V. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 16 p. 4720 - 4723

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Citation Number: 13

Abstract

A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3- (arylazo) indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metabolically labile azo functionality can be replaced with ether oxygen and thioether sulfur atoms without any loss of activity.