JOURNAL of the Tunisian Chemical Society

serving the Research, the Education and the Industry

1,3-dipolar cycloaddition of arylnitrile oxids with ethyl 1-allyl-2-benzyl-3-oxo-2,3-dihydro-1Hisoindole-1-carboxylates

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Synthesis of a series of cyclic fused-isoxazolines has been accomplished by regioselective and chemioselective 1,3-dipolar cycloaddition of ethyl 1-allyl-2-benzyl-3-oxo-2, 3-dihydro-1H-isoindole-1-carboxylates 5 to arylnitrile oxides 6. The structure of the cycloadducts was elucidated by 1H and 13C NMR spectroscopy. The regioselectivity observed is in accordance with the one normally found in nitrile oxide cycloaddition with terminal alkenes.

A. Laouiti, M.M. Rammah, M. Askri, M.B. Rammah

Pages 83-88

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