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Paper | Regular issue | Vol 83, No. 3, 2011, pp.591-607
Published online, 9th February, 2011
DOI: 10.3987/COM-10-12122
Synthesis and Transformations of Novel Benzo[c]furans

Roberta Palkó, Zsuzsanna Riedl, Sándor Sólyom, István Pallagi, Tibor András Rokob, Orsolya Egyed, and György Hajós*

*Institute of Biomolecular Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1025 Budpest, Pusztaszeri út 59, P.O. Box 17, Hungary

Abstract

Some novel 1-cyanoisobenzofurans have been synthesized by a convenient ring closure methodology. The new products easily reacted with electron-deficient olefins and acetylenes to yield Diels-Alder products. Theoretical calculations satisfactorily support the quinonoide character of the new isobenzofuran derivatives.