Literature DB >> 31800251

Synthesis of C-Ring-Substituted Vasicinones and Luotonins via Regioselective Aza-Nazarov Cyclization of Quinazolinonyl Enones.

Sivappa Rasapalli1, Vamshikrishna Reddy Sammeta1, Zachary F Murphy1, Yanchang Huang1, Jeffrey A Boerth1, James A Golen1, Sergey N Savinov2.   

Abstract

A facile synthesis of C-ring substituted luotonins and vasicinones has been realized via a super-acid-mediated aza-Nazarov cyclization of quinazolinonyl enones. The regioselectivity of the cyclization is highly dependent on proton availability in the reaction medium.

Entities:  

Year:  2019        PMID: 31800251     DOI: 10.1021/acs.orglett.9b03586

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


  2 in total

1.  Design and synthesis of C-aryl angular luotonins via a one-pot aza-Nazarov-Friedlander sequence and their Topo-I inhibition studies along with C-aryl vasicinones and luotonins.

Authors:  Sivappa Rasapalli; Vamshikrishna Reddy Sammeta; Zachary F Murphy; James A Golen; Keli Agama; Yves Pommier; Sergey N Savinov
Journal:  Bioorg Med Chem Lett       Date:  2021-03-30       Impact factor: 2.940

2.  A Bifurcated Multicomponent Synthesis Approach to Polycyclic Quinazolinones.

Authors:  Ruixue Xu; Zefeng Wang; Qiang Zheng; Pravin Patil; Alexander Dömling
Journal:  J Org Chem       Date:  2022-09-12       Impact factor: 4.198

  2 in total

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