Skip to main content
padlock icon - secure page this page is secure

Reactions of 3-Arylisocoumarins with N-Nucleophiles – A Route to Novel Azaheterocycles

Buy Article:

$68.00 + tax (Refund Policy)

This review highlights the promising science that has arisen from the synthesis of novel azaheterocycles from isocoumarins. Specific topics include their synthesis and biological activity. Isocoumarins (1H-isochromen-1-ones) are promising synthons, in particular due to the presence of a deoxybenzoin fragment which opens up wide possibilities for synthetic transformations. The deoxybenzoin cycle is highly susceptible to the action of various nucleophilic agents; its oxygen atom participates in recyclization reactions under the action of N-nucleophiles where it is replaced by a nitrogen atom, making it possible to obtain isoquinolones via a reaction with ammonia, primary amines, hydroxylamine and benzodiazepinones via a reaction with hydrazine. We systematize literature data, including patents (about 60 publications in all), demonstrate the routes of 3- arylisocoumarins modification under the action of N-nucleophiles – ammonia and primary amines, diamines, secondary amines, (het)arylamines, hydroxylamine, and hydrazines, and discuss the practical importance of these studies for medicinal chemistry.
No References
No Citations
No Supplementary Data
No Article Media
No Metrics

Keywords: 1H-isochromen-1-one; Benzodiazepinone; Isocoumarin; Isoquinolone; N-nucleophile; Nucleophilic reaction; Recyclization; Ring opening ring closure reaction

Document Type: Review Article

Publication date: November 1, 2017

This article was made available online on January 5, 2018 as a Fast Track article with title: "Reactions of 3-Arylisocoumarins with N-Nucleophiles – A Route to Novel Azaheterocycles".

More about this publication?
  • Access Key
  • Free content
  • Partial Free content
  • New content
  • Open access content
  • Partial Open access content
  • Subscribed content
  • Partial Subscribed content
  • Free trial content
Cookie Policy
X
Cookie Policy
Ingenta Connect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more