Tetrahedron letters

The first entry to 5, 6-dihydroxy-3-mercaptoindole, 5-hydroxy-3-mercaptoindole and their 2-carbomethoxy derivatives by a mild thiocyanation/reduction methodology

…, A Palma, A Iadonisi, A Napolitano, M d'Ischia

Index: Pezzella, Alessandro; Palma, Aniello; Iadonisi, Alfonso; Napolitano, Alessandra; d'Ischia, Marco Tetrahedron Letters, 2007 , vol. 48, # 22 p. 3883 - 3886

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Citation Number: 17

Abstract

The hitherto unknown 5, 6-dihydroxy-3-mercaptoindole (4a) and its 2-carbomethoxy derivative (4b), as well as the analogous 5-hydroxy 3-mercaptoindoles, have been conveniently obtained as O, S-acetyl derivatives 3a–d by thiocyanation of the corresponding acetoxyindoles 1a–d with the NH4SCN/oxone system followed by SmI2 reduction and acetylation.