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PdBr 2 ‐Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10‐Phenanthrenedioxyacetal
Author(s) -
Kitamura Mitsuru,
Fujimura Ryo,
Nishimura Tomoaki,
Takahashi Shuhei,
Shimooka Hirokazu,
Okauchi Tatsuo
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000315
Subject(s) - chemistry , ceric ammonium nitrate , acetal , catalysis , organic chemistry , phenanthrene , aqueous solution , ammonium nitrate , ammonium , ketone , grafting , polymer
We developed a new acetalization method of ketones and aldehydes under non‐acidic conditions using diazophenanthrenequinone and PdBr 2 . 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.