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Note | Regular issue | Vol 81, No. 3, 2010, pp.707-715
Published online, 28th December, 2009
DOI: 10.3987/COM-09-11874
Regioselective Synthesis and Structure of New Spiro-isoquinolinedione Derivatives

Nafâa Jegham, Yakdhane Kacem, and Béchir Ben Hassine*

*Department of Chemistry, Faculty of Sciences, Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène, Avenue of the Environment, 5019 Monastir, Tunisia


New spiro-isoquinolinoisoxazolines were prepared by regioselective 1,3-dipolar cycloaddition of 4-arylidene-isoquinoline-1,3-dione derivatives 1a-d with arylnitrile oxides 2e-g. In all cases, two regioisomers 3ae-dg and 4ae-dg were isolated with comparable ratios. Regioselectivity was established by unambiguous structural NMR assignments and X-ray diffraction analysis.