Synthesis of 1,1,3,3-tetraalkylisoindolines using a microwave-assisted Grignard reaction

Richard Foitzik, Steven Eric Bottle, Jonathon Michael White, Peter John Scammells

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4 Citations (Scopus)


1,1,3,3-Tetraalkylisoindolines are important intermediates in the preparation of stable nitroxides, such as 1,1,3,3-tetramethylisoindolin-2-oxyl, 1, and 1,1,3,3-tetraethylisoindolin-2-oxyl, 2. The limiting step in their preparation is the Grignard reaction between N-benzylphthalimide and the appropriate alkyl magnesium bromide, which typically proceeds in yields of similar to 28-40 . A microwave-assisted variation of this reaction has been optimized to give improved yields and reduced reaction times ( 45-60 and 2 h, respectively).
Original languageEnglish
Pages (from-to)168 - 171
Number of pages4
JournalAustralian Journal of Chemistry
Issue number3
Publication statusPublished - 2008

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