Intramolecular PIFA-Mediated Alkyne Amidation and Carboxylation Reaction
Imanol Tellitu,* Sonia Serna, M. Teresa Herrero, Isabel Moreno, Esther Domínguez and Raul SanMartin
*Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología,
Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), P.O. Box
644, 48080 Bilbao, Spain, Email: imanol.tellitu
ehu.es
I. Tellitu, S. Serna, M. T. Herrero, I. Moreno, E. Domínguez, R. SanMartin, J. Org. Chem., 2007, 72, 1526-1529.
DOI: 10.1021/jo062320s (free Supporting Information)
Abstract
The hypervalent iodine reagent PIFA promotes the efficient intramolecular electrophilic cyclization of easily accessible alkynylamides and alkynyl carboxylic acids, leading to pyrrolidinone and lactone skeletons, respectively. A synthetic study and a mechanistic proposal for these transformations are presented.
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Key Words
ID: J42-Y2007-0650
