The Diels-Alder Reaction Of Phenylsulfonyl- Acetylene And Furan And Pyrrole Derivatives. Normal Vs. Tandem "Pincer" Reactions
O. Arjona,* F. Iradier, R. Medel and J. Plumet*
Departamento de Química Orgánica I, Facultad de Química,
Universidad Complutense, 28040 Madrid, Spain
Abstract: The Diels-Alder reaction between some furan derivatives and
phenylsulfonylacetylene has been studied along the normal and "pincer"
pathways. In the same reaction conditions N-tosylpyrrole and
phenylsulfonylacetylene afford only the normal adduct. The ring opening of some
of the resulting products has been also examined.