Cycloisomerization of Aromatic Homo- and Bis-homopropargylic Alcohols via Catalytic Ru Vinylidenes: Formation of Benzofurans and Isochromenes
Alejandro Varela-Fernández, Carlos González-Rodríguez, Jesús A. Varela, Luis Castedo and Carlos Saá*
*Departamento de Química Orgánica, Facultad de Química,
Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain, Email:
carlos.saa
usc.es
A. Varela-Fernández, C. González-Rodríguez, J. A. Varela, L. Castedo, Carlos Saá, Org. Lett., 2009, 11, 5350-5353.
DOI: 10.1021/ol902212h
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Abstract
An effective, Ru-catalyzed cycloisomerization of benzannulated homo- and bis-homopropargylic alcohols affords benzofurans and isochromenes chemo- and regioselectively (5-, and 6-endo cyclizations). The presence of an amine/ammonium base-acid pair is crucial for the catalytic cycle.
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Key Words
ID: J54-Y2009-3390
