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Synthesis 2010(5): 770-774
DOI: 10.1055/s-0029-1218614
DOI: 10.1055/s-0029-1218614
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
5-Amino-2-furylmethylamines - Appealing Precursors of Aminoisoindolinones?
Further Information
Received
4 November 2009
Publication Date:
16 December 2009 (online)
Publication History
Publication Date:
16 December 2009 (online)
Abstract
Isoindolinones were constructed according to an original [4+2]-cycloaddition strategy. Unprecedented 5-amino-2-furylmethylamines were prepared and revealed as efficient precursors of new aminoisoindolinones, obtained via a Diels-Alder and lactamization sequence.
Key words
Diels-Alder reactions - furans - isoindolinones - multicomponent reactions
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References
A sequence involving the reaction between 1 and 2 prior to the successive addition of NaBH4 and then 5 was first envisaged, but did not succeed; the sequence between 1 and 2, then 5, prior to the addition of NaBH4 gave a mixture of products.