Iodine mediated reaction of quinones and N-substituted amino esters to 2-substituted benzo[f]isoindole-4,9-diones?
RSC Advances Pub Date: 2013-09-23 DOI: 10.1039/C3RA44095H
Abstract
A novel and efficient synthesis of benzo[f]isoindole-4,9-diones through the I2-promoted cyclization reaction of N-substituted amino acid esters and quinones has been realized successfully via an unprecedented 1,3-dipolar cycloaddition using KF as the base. Different substituted amino esters were found able to react with quinones through a cycloaddition reaction to afford 2-substituted benzo[f]isoindole-4,9-diones. The unexpected, short, attractive and direct synthesis of these interesting compounds is important and relevant, and provides an extremely preferable method for the synthesis of 2-substituted benzo[f]isoindole-4,9-diones.
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Journal Name:RSC Advances
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CAS no.: 89640-58-4