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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.