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Issue 6, 2010
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A facile, protic ionic liquid route to N-substituted 5-hydroxy-4-methyl-3-oxoisoindoline-1-carboxamides and N-substituted 3-oxoisoindoline-4-carboxylic acids

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Abstract

Treatment of highly decorated bicyclo[2.2.1]heptadienes with the protic ionic liquid, TfOH:TEA effected quantitative conversion to the corresponding N-substituted 5-hydroxy-4-methyl-3-oxoisoindoline-1-carboxamides. This approach provides rapid access important chemical space for the rapid development of highly functionalised oxoisoindoline and is highly substrate tolerant.

Graphical abstract: A facile, protic ionic liquid route to N-substituted 5-hydroxy-4-methyl-3-oxoisoindoline-1-carboxamides and N-substituted 3-oxoisoindoline-4-carboxylic acids

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Publication details

The article was received on 25 Nov 2009, accepted on 15 Apr 2010 and first published on 05 May 2010


Article type: Paper
DOI: 10.1039/B924835H
Citation: Green Chem., 2010,12, 1000-1006
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    A facile, protic ionic liquid route to N-substituted 5-hydroxy-4-methyl-3-oxoisoindoline-1-carboxamides and N-substituted 3-oxoisoindoline-4-carboxylic acids

    C. P. Gordon, N. Byrne and A. McCluskey, Green Chem., 2010, 12, 1000
    DOI: 10.1039/B924835H

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