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PdBr2-Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10-Phenanthrenedioxyacetal

Authors :
Kitamura, Mitsuru
Fujimura, Ryo
Nishimura, Tomoaki
Takahashi, Shuhei
Shimooka, Hirokazu
Okauchi, Tatsuo
Source :
European Journal of Organic Chemistry. 2020(33):5319-5322
Publication Year :
2020
Publisher :
Wiley‐VCH Verlag GmbH & Co. KGaA, 2020.

Abstract

We developed a new acetalization method of ketones and aldehydes under non-acidic conditions using diazophenanthrenequinone and PdBr2. The formed acetals that have a phenanthrene skeleton withstand under mild acidic conditions. Removal of acetals was successfully proceeded under strong acidic or oxidation conditions using aqueous ceric ammonium nitrate (CAN) to afford corresponding ketones and aldehydes.

Details

Language :
English
ISSN :
10990690
Volume :
2020
Issue :
33
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry
Accession number :
edsair.jairo.........cd6f024f950fc75c9387f58e157bbc41