Facile Sc(OTf)3-catalyzed generation and successive aromatization of isobenzofuran from o-dicarbonylbenzenes

Yuta Nishina; Tatsuya Kida; Tomonari Ureshino

doi:10.1021/ol201479p

Facile Sc(OTf)3-catalyzed generation and successive aromatization of isobenzofuran from o-dicarbonylbenzenes

Org Lett. 2011 Aug 5;13(15):3960-3. doi: 10.1021/ol201479p. Epub 2011 Jul 6.

Authors

Yuta Nishina¹, Tatsuya Kida, Tomonari Ureshino

Affiliation

¹ Research Core for Interdisciplinary Sciences, Okayama University, Tsushima, Okayama 700-8530, Japan. [email protected]

PMID: 21732663
DOI: 10.1021/ol201479p

Abstract

Isobenzofuran can be prepared from o-phthalaldehyde using hydrosilane. The formed isobenzofuran is trapped by an alkene via a Diels-Alder reaction. Further dehydration proceeds to furnish the conjugated aromatic compound. This multistep reaction was promoted by catalytic amounts of Sc(OTf)(3).