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

被引：2

作者：

Kitamura, Mitsuru ^{[1
]}

Fujimura, Ryo ^{[1
]}

Nishimura, Tomoaki ^{[1
]}

Takahashi, Shuhei ^{[1
]}

Shimooka, Hirokazu ^{[1
]}

Okauchi, Tatsuo ^{[1
]}

机构：

[1] Kyushu Inst Technol, Dept Appl Chem, 1-1 Sensuicho, Kitakyushu, Fukuoka 8048550, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 33期

关键词：

Acetal; Diazo compounds; Palladium; Protective group; CHEMOSELECTIVE ACETALIZATION; CATALYZED CYCLIZATION; ORGANIC-SYNTHESIS; DIAZONAPHTHOQUINONES; EFFICIENT; INSERTION; 1,2-DIAZONAPHTHOQUINONES; DERIVATIVES; ALDEHYDES; DIVERSE;

D O I：

10.1002/ejoc.202000315

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5319 / 5322

页数：4

共 48 条

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