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Organic‐Inorganic Dual Catalytic System for the Regioselective Construction of Diverse Quinone Derivatives via Benzannulation

Organic‐Inorganic Dual Catalytic System for the Regioselective Construction of Diverse Quinone... Efficient and regioselective synthesis of highly functionalized naphthoquinone and anthraquinone derivatives was accomplished in good yields using an organic‐inorganic dual catalyst through [4+2] cycloaddition reaction between various 1,4‐benzenediols or 1,4‐naphthalenediols and α,β‐unsaturated aldehydes. These atom‐economic reactions rapidly provided useful cycloaddition adducts in a one‐pot reaction. The technique was successfully applied to synthesize tectoquinone, a natural compound found in red heartwood‐type Cryptomeria japonica, and 2‐(4‐methylpent‐3‐enyl)anthracene‐9,10‐dione, found in the roots of Sesamum indicum, and their analogs. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Organic‐Inorganic Dual Catalytic System for the Regioselective Construction of Diverse Quinone Derivatives via Benzannulation

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References (94)

Publisher
Wiley
Copyright
© 2021 Wiley‐VCH GmbH
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.202000725
Publisher site
See Article on Publisher Site

Abstract

Efficient and regioselective synthesis of highly functionalized naphthoquinone and anthraquinone derivatives was accomplished in good yields using an organic‐inorganic dual catalyst through [4+2] cycloaddition reaction between various 1,4‐benzenediols or 1,4‐naphthalenediols and α,β‐unsaturated aldehydes. These atom‐economic reactions rapidly provided useful cycloaddition adducts in a one‐pot reaction. The technique was successfully applied to synthesize tectoquinone, a natural compound found in red heartwood‐type Cryptomeria japonica, and 2‐(4‐methylpent‐3‐enyl)anthracene‐9,10‐dione, found in the roots of Sesamum indicum, and their analogs.

Journal

Asian Journal of Organic ChemistryWiley

Published: Mar 1, 2021

Keywords: ; ; ; ;

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