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Synthesis 2010(23): 4082-4086  
DOI: 10.1055/s-0030-1258300
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient Three-Component Synthesis of 3-(5-Alkyl/aryl-1,3,4-oxadiazol-2-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-ones

Mehdi Adib*a, Ehsan Sheikhia, Azadeh Kavoosia, Hamid Reza Bijanzadehb
a School of Chemistry, University College of Science, University of Tehran, P. O. Box 14155-6455, Tehran, Iran
Fax: +98(21)66495291; e-Mail: madib@khayam.ut.ac.ir;
b Department of Chemistry, Tarbiat Modarres University, P. O. Box 14115-175, Tehran, Iran
Further Information

Publication History

Received 26 August 2010
Publication Date:
14 October 2010 (online)

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Abstract

An efficient three-component synthesis of 3-(1,3,4-oxadiazol-2-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-ones is described. A mixture of N-isocyaniminotriphenylphosphorane, an isatin, and a carboxylic acid undergoes a 1:1:1 addition reaction under mild conditions to afford the title compounds in excellent yields.

Key words

N-isocyaniminotriphenylphosphorane - isatins - carboxylic acids - 1,3,4-oxadiazoles - multi-component reactions - heterocycles - cyclizations

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