Literature DB >> 24522449

Base mediated synthesis of 2-aryl-2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes in water.

Xiao-Feng Wu1, Stefan Oschatz, Axel Block, Anke Spannenberg, Peter Langer.   

Abstract

An environmentally friendly and mild procedure to obtain 2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes has been developed. The reactions took place in water with inorganic base (K3PO4) as the only promoter. Various desired products have been prepared in moderate to good yields under identical conditions. Further transformation of dihydroquinazolinones to quinazolinones was carried out as well with TBHP as the oxidant.

Entities:  

Year:  2014        PMID: 24522449     DOI: 10.1039/c3ob42434k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

Review 1.  2,3-Dihydroquinazolin-4(1H)-one as a privileged scaffold in drug design.

Authors:  Mariateresa Badolato; Francesca Aiello; Nouri Neamati
Journal:  RSC Adv       Date:  2018-06-07       Impact factor: 4.036

2.  "On-Water" Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile.

Authors:  Zibin Liu; Li-Yan Zeng; Chao Li; Fubiao Yang; Fensheng Qiu; Shuwen Liu; Baomin Xi
Journal:  Molecules       Date:  2018-09-12       Impact factor: 4.411

3.  Synthesis, Structural Studies, and α-Glucosidase Inhibitory, Antidiabetic, and Antioxidant Activities of 2,3-Dihydroquinazolin-4(1H)-ones Derived from Pyrazol-4-carbaldehyde and Anilines.

Authors:  Alireza Barmak; Khodabakhsh Niknam; Gholamhossein Mohebbi
Journal:  ACS Omega       Date:  2019-10-25

4.  ortho-Naphthoquinone-catalyzed aerobic oxidation of amines to fused pyrimidin-4(3H)-ones: a convergent synthetic route to bouchardatine and sildenafil.

Authors:  Kyeongha Kim; Hun Young Kim; Kyungsoo Oh
Journal:  RSC Adv       Date:  2020-08-21       Impact factor: 4.036

5.  ZnCl2-promoted domino reaction of 2-hydroxybenzonitriles with ketones for synthesis of 1,3-benzoxazin-4-ones.

Authors:  Ziqi Su; Hongxin Chai; Juan Xu; Jiarong Li
Journal:  RSC Adv       Date:  2021-09-06       Impact factor: 4.036

  5 in total

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