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Molecules 2008, 13(4), 831-840; doi:10.3390/molecules13040831
Article

Simple and Efficient Microwave Assisted N-Alkylation of Isatin

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Received: 11 March 2008 / Revised: 9 April 2008 / Accepted: 9 April 2008 / Published: 10 April 2008
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Abstract

We present herein the results of microwave promoted N-alkylations of isatin (1)with different alkyl, benzyl and functionalized alkyl halides. Reactions were carried outunder different conditions, always employing methodologies compatible with MW assistedchemistry. Generation of isatin anion employing diverse bases and solvents or using thepreformed isatin sodium salt was tested. The best results were achieved using K2CO3 orCs2CO3 and a few drops of N,N-dimethylformamide or N-methyl-2-pyrrolidinone. Thesereactions present noteworthy advantages over those carried out employing conventionalheating.
Keywords: Isatin; N-alkylation; microwave irradiation; conventional heating; isatin sodium salt Isatin; N-alkylation; microwave irradiation; conventional heating; isatin sodium salt
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Shmidt, M.S.; Reverdito, A.M.; Kremenchuzky, L.; Perillo, I.A.; Blanco, M.M. Simple and Efficient Microwave Assisted N-Alkylation of Isatin. Molecules 2008, 13, 831-840.

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