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Synthesis 2021; 53(07): 1356-1364
DOI: 10.1055/s-0040-1707329
paper

Palladium(II)-Catalyzed Three-Component Tandem Cyclization Reaction for the One-Pot Assembly of 4-Arylquinazolines

Zijuan Wang
,
Wenteng Chen
,
Chang He
,
Guolin Zhang∗
,
Yongping Yu∗
This project was supported by the National Key Research and Development Program of China (No. 2017YFE0102200), the National Natural Science Foundation of China (No. 81673291), and the Diabetes National Research Group, USA (to Y.Y.). The authors also acknowledge the Natural Science Foundation of Zhejiang Province (No. LY18H300001) and the Multiple Sclerosis National Research Institute, USA (to W.C.).
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Abstract

A one-pot method for joining three separate components leading to an assortment of 4-arylquinazolines (27 examples) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed­ cascade reaction involving C(sp)–C(sp2) coupling followed by intramolecular C–N bond formation. The reaction was readily scaled up to gram quantity and successfully applied to the synthesis of a translocator­ protein (TSPO) ligand.

Key words

4-arylquinazolines - palladium(II) catalysis - one-pot assembly - tandem cyclization reaction - ligands

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707329.
  • Supporting Information


Publication History

Received: 24 August 2020

Accepted after revision: 16 September 2020

Article published online:
19 October 2020

© 2020. Thieme. All rights reserved

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