Intramolecular PIFA-mediated alkyne amidation and carboxylation reaction.
The hypervalent iodine reagent PIFA promotes the intramolecular electrophilic cyclization of easily accessible alkynylamides and alkynyl carboxylic acids, leading to the formation of pyrrolidinone and lactone skeletons, respectively, in a very efficient way. A synthetic study and a mechanistic proposal for these transformations are presented.
Tellitu
Imanol
I
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. imanol.tellitu@ehu.es
Serna
Sonia
S
Herrero
M Teresa
MT
Moreno
Isabel
I
Domínguez
Esther
E
SanMartin
Raul
R