Volume 56, Issue 9 pp. 2333-2340
Article

An Unprecedented Synthesis of 3,3-Disubstituted Isochroman-1,4-diones Using Nitrones as Oxygen Atom Donors

Vidya Sathi

Vidya Sathi

Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram, 695581 Kerala, India

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Ani Deepthi

Corresponding Author

Ani Deepthi

Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram, 695581 Kerala, India

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Noble V. Thomas

Noble V. Thomas

Department of Chemistry, University of Kerala, Kariavattom Campus, Thiruvananthapuram, 695581 Kerala, India

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First published: 17 July 2019
Citations: 5

Abstract

A one-pot reaction of ninhydrin, N-methyl-C-phenyl nitrone, and secondary amine leading to the unprecedented synthesis of 3,3-disubstituted isochroman-1,4-diones is described here. In this reaction, nitrone acts as an oxygen atom donor producing an imine as a side product. The mild reaction conditions, the flexibility of the secondary amines that can be used, the novelty of the product, and the good yields are the highlights of this reaction.

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