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Synthesis 2012(4): 569-574  
DOI: 10.1055/s-0031-1289680
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Easy Approach for the Synthesis of N-Substituted Isoindolin-1-ones

Mario Ordóñez*, Gaurao D. Tibhe, Angel Zamudio-Medina, José Luis Viveros-Ceballos
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, México
Fax: +52(777)3297997; e-Mail: palacios@ciq.uaem.mx;
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Publication History

Received 7 November 2011
Publication Date:
26 January 2012 (online)

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Abstract

A practical and efficient two-step synthesis of N-substituted isoindolin-1-ones was developed. The one-pot reaction of 2-formylbenzoic acid with amines and dimethyl phosphite proceeds in short time either with conventional heating or microwave irradiation under catalyst-free conditions to afford the corresponding N-substituted dimethyl 3-oxoisoindolin-1-ylphosphonates in good yield which, by means of a dephosphonylation reaction with lithium aluminum hydride, give the target N-substituted isoindolin-1-ones in moderate to good yield.

Key words

amino phosphonates - isoindolinones - C-P cleavage - microwave irradiation - one-pot reaction

    References

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