Preparation of 4(3H)-quinazolinones from aryldiazonium salt, nitriles and 2-aminobenzoate via a cascade annulation

One-pot synthesis of 3-aryl-4(3H)-quinazolinones has been realized through a cascade annulation. Reaction of aryldiazonium salt with a nitrile provides in situ generation of a reactive nitrilium ion, which is attacked by the amino group of 2-aminobenzoate followed by cyclization to deliver the desir...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron Vol. 75; no. 6; pp. 791 - 796
Main Authors Ramanathan, Mani, Hsu, Ming-Tsung, Liu, Shiuh-Tzung
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 08.02.2019
Elsevier
Subjects
Annulation
Chemistry
Chemistry, Organic
Diazonium
Nitrile
Nitrilium
Physical Sciences
Quinazolinone
Science & Technology
Diazonium
Nitrile
Quinazolinone
Annulation
Nitrilium
QUINAZOLINONES
POTENT
CHEMISTRY
INHIBITORS
AFLOQUALONE
Online AccessGet full text

Cover

More Information
Summary:One-pot synthesis of 3-aryl-4(3H)-quinazolinones has been realized through a cascade annulation. Reaction of aryldiazonium salt with a nitrile provides in situ generation of a reactive nitrilium ion, which is attacked by the amino group of 2-aminobenzoate followed by cyclization to deliver the desired product. This strategy offers a convenient and easy access to a wide range of functionalized quinazolinone. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.12.065