Nickel‐Catalyzed Intramolecular Dual Annulation Reaction of Alkyl Nitrile‐Containing 1,2,3‐Benzotriazin‐4(3H)‐ones: A Pathway to Access Diversely Polycyclic Quinazolinone Alkaloids

Author:

Thorat Vijaykumar H.1,Huang Yong‐Ran1,Chao Hao‐Yu1,Hsieh Jen‐Chieh1ORCID

Affiliation:

1. Department of Chemistry Tamkang University New Taipei City 251301 Taiwan People's Republic of China

Abstract

AbstractHerein, we report a nickel‐catalyzed intramolecular dual annulation reaction of alkyl nitrile‐containing 1,2,3‐benzotriazin‐4(3H)‐ones to synthesize polycyclic quinazolinones. This catalytic reaction can construct the core structure of polycyclic quinazolinone alkaloids; therefore, we also apply this reaction as the critical step to access fifteen relevant alkaloids to demonstrate efficacy.

Publisher

Wiley

Reference66 articles.

1. Chemie organischer Naturstoffe/Progress in the Chemistry of Organic Natural Products Vol. 46(Eds.: W. Herz H. Grisebach G. W. Kirby C. Tamm) Springer Vienna 1984 pp. 159–229.

2. Selected reviews:

3. Tricyclic Quinazoline Alkaloids: Isolation, Synthesis, Chemical Modification, and Biological Activity

4. Quinoline, quinazoline and acridonealkaloids

5. The chemistry of recently isolated naturally occurring quinazolinone alkaloids

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