One-pot syntheses of isoquinolin-3-ones and benzo-1,4-diazepin-2,5-diones utilizing Ugi-4CR post-transformation strategy

ACS Comb Sci. 2013 Apr 8;15(4):202-7. doi: 10.1021/co400001h. Epub 2013 Mar 7.

Abstract

One-pot and efficient syntheses of structurally diverse isoquinolin-3-ones and isoquinolin-3-one-based benzo-1,4-diazepin-2,5-diones have been developed. The notable features of the process include the Ugi condensation of monomasked phthalaldehydes with amines, carboxylic acids, and isonitriles, followed by HClO4-mediated intramolecular condensation of the carbonyl with amide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Benzodiazepines / chemical synthesis*
  • Carboxylic Acids / chemistry
  • Combinatorial Chemistry Techniques / methods*
  • Cyclization
  • Isoquinolines / chemical synthesis*
  • Isoquinolines / chemistry
  • Nitriles / chemistry
  • o-Phthalaldehyde / chemistry

Substances

  • Amides
  • Carboxylic Acids
  • Isoquinolines
  • Nitriles
  • Benzodiazepines
  • o-Phthalaldehyde
  • Bz-423