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Synthesis 2011(4): 571-576  
DOI: 10.1055/s-0030-1258398
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Cesium Carbonate Promoted N-Alkylations of Aromatic Cyclic Imides Under Microwave Irradiation

Mercedes Isasmendi Escuderoa, Lautaro D. Kremenchuzkya, Isabel A. Perilloa, Hugo Cerecettob, María M. Blanco*a
a Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113 Buenos Aires, Argentina
Fax: +54(11)49648250; e-Mail: mblanco@ffyb.uba.ar;
b Facultad de Ciencias, Universidad de la República, Iguá 4225, 11400 Montevideo, Uruguay
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Publication History

Received 22 September 2010
Publication Date:
11 January 2011 (online)

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Abstract

We present here an efficient and simple method for the N-alkylation of aromatic cyclic imides employing cesium carbonate as the base in anhydrous N,N-dimethylformamide at low temperatures (20-70 ˚C). The employment of microwave irradiation presents noteworthy advantages over conventional heating. The method is compatible with base labile functional groups.

Key words

cesium carbonate - imides - N-alkylation - microwave irradiation - nitrogen heterocycles

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