有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
総説および総合論文
ギ酸誘導体を一酸化炭素源として用いる実用的有機合成
小西 英之眞鍋 敬
著者情報
ジャーナル 認証あり

2015 年 73 巻 9 号 p. 911-922

詳細
抄録

Use of easily handled, liquid or solid carbon monoxide (CO) sources instead of toxic CO gas can contribute to reduce the risk and anxiety of accidents in organic synthesis, thus accelerating the research in carbonylative transformations and increasing the diversity of chemical products. Based on the discovery that phenyl formate could generate CO in the presence of a weak base, we considered utilization of phenyl formate as a CO source to develop “external-CO-free” synthetic methods of high safety and practicality. This concept led us to develop a series of Pd-catalyzed carbonylative transformations with formic acid derivatives as CO sources. In parallel, 2,4,6-trichlorophenyl formate and N-formylsaccharin were developed as highly crystalline but highly reactive CO sources. These novel reactions without use of CO gas efficiently afforded various carbonyl compounds in a one-pot manner in good to excellent yields. We also demonstrated gram-scale synthesis using ordinary glassware, which showed high practicality and feasibility for further scale-up.

著者関連情報
© 2015 社団法人 有機合成化学協会
前の記事 次の記事
feedback
Top