Literature DB >> 27227518

Divergent Synthesis of Quinazolin-4(3H)-ones and Tryptanthrins Enabled by a tert-Butyl Hydroperoxide/K3PO4-Promoted Oxidative Cyclization of Isatins at Room Temperature.

Feng-Cheng Jia1, Zhi-Wen Zhou1, Cheng Xu1, Yan-Dong Wu1, An-Xin Wu1,2.   

Abstract

A synergetic tert-butyl hydroperoxide/K3PO4-promoted oxidative cyclization has been developed for the facile synthesis of various functionalized quinazolin-4(3H)-ones from commercially available isatins and amidine hydrochlorides at room temperature. The synthetic utility of this strategy was illustrated by the convenient synthesis of tryptanthrin derivatives via a self-dimerization of isatins under the same conditions.

Entities:  

Year:  2016        PMID: 27227518     DOI: 10.1021/acs.orglett.6b01291

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  A Biomimetic, One-Step Transformation of Simple Indolic Compounds to Malassezia-Related Alkaloids with High AhR Potency and Efficacy.

Authors:  Nikitia Mexia; Stamatis Koutrakis; Guochun He; Alexios-Leandros Skaltsounis; Michael S Denison; Prokopios Magiatis
Journal:  Chem Res Toxicol       Date:  2019-11-07       Impact factor: 3.739

2.  Acid-Catalyzed Synthesis of Isatoic Anhydride-8-Secondary Amides Enables IASA Transformations for Medicinal Chemistry.

Authors:  Sudershan R Gondi; Althaf Shaik; Kenneth D Westover
Journal:  J Org Chem       Date:  2021-12-28       Impact factor: 4.198

3.  Multicomponent Reaction for the Synthesis of 5,6-Dihydropyrrolo[2,1-a]isoquinolines.

Authors:  Aritra Ghosh; Shivalinga Kolle; Dinesh S Barak; Ruchir Kant; Sanjay Batra
Journal:  ACS Omega       Date:  2019-11-27

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.  Green Synthesis of Substituted Anilines and Quinazolines from Isatoic Anhydride-8-amide.

Authors:  Sudershan R Gondi; Asim K Bera; Kenneth D Westover
Journal:  Sci Rep       Date:  2019-10-03       Impact factor: 4.379

  5 in total

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