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Unexpected synthesis of 3-imino-2-(pyrrol-2-yl) isatogen derivatives affords facile access to a 2-pyrrolyl isatogen

Kirk, Nicholas; Sansom, Geraud N; Sudta, Pichit; Suksamrarn, Sunit; Willis, Anthony; Bremner, John B; Kelso, Michael


2-Aryl isatogens and their 3-imino derivatives have been extensively studied but to date there have been no reported variants carrying pyrrolyl substituents at the 2-position. This study describes the unexpected synthesis of two novel 3-imino-2-(pyrrol-2-yl) isatogen derivatives upon attempted amide couplings with (E)- or (Z)-3-(3,5-dimethyl-1H-pyrrol-2-yl)-2-(2-nitrophenyl)acrylic acids and p-phenylenediamines in the presence of uronium-based coupling reagents. Imine hydrolysis of one...[Show more]

CollectionsANU Research Publications
Date published: 2017
Type: Journal article
Source: Synthetic Communications
DOI: 10.1080/00397911.2016.1249290


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