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2000
Volume 3, Issue 1
  • ISSN: 1570-1786
  • E-ISSN: 1875-6255

Abstract

A survey of bases for inducing a Dieckmann cyclization of 2-acylaminobenzoates to give 4- hydroxy-2-quinolinones revealed that hindered non-nucleophilic bases were optimal. However, for sterically demanding substrates sodium hydride performed better. A tandem Michael-Dieckmann reaction for the construction of 4-hydroxy-2-quinolinones is also presented. This methodology is utilized as a key step in the synthesis of the natural product orixalone A.

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/content/journals/loc/10.2174/157017806774964378
2006-01-01
2025-10-01
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/content/journals/loc/10.2174/157017806774964378
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  • Article Type:
    Research Article
Keyword(s): 4-hydroxy-2-quinolinones; orixalone A; tandem Michael-Dieckmann reaction
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