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Sequential alkylation/cyclization/isomerization of ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic esters: a new route to 2-acyl- and 2-ethoxycarbonyl-3-alkenyl indoles
Authors:Ilaria Ambrogio  Antonio Arcadi  Sandro Cacchi  Giancarlo Fabrizi  Antonella Goggiamani  Fabio Marinelli
Affiliation:1. Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, P.le A. Moro 5, 00185 Rome, Italy;2. Dipartimento di Scienze Fisiche e Chimiche, Università di L''Aquila, Via Vetoio, 67010 L''Aquila, Italy
Abstract:The reaction of ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic esters with ethyl iodoacetate or α-bromoacetophenone in the presence of K2CO3 in DMSO provides a new simple access to 2-acyl- and 2-ethoxycarbonyl-3-alkenyl indoles.
Keywords:Propargylic carbonates   Indoles   Sequential reactions   Cyclization   Intramolecular SN2&prime  
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