Synthesis of α-allenic aldehydes/ketones from homopropargylic alcohols using a visible-light irradiation system
作者:Dong-Fang Jiang、Xing-Xing Zeng、De-Feng Li、Si-Miaomiao Wen、Ming-Hua Hu
DOI:10.1039/d3ob00664f
日期:——
straightforward access to important α-allenic aldehyde/ketone derivatives from readily available homopropargylic alcohol derivatives in a regioselective manner of 1,4-aryl shift concomitant with carbonyl formation. The operational simplicity and broad substrate scope demonstrate the great potential of this method for the synthesis of highly functional α-allenic aldehyde/ketone derivatives.
发现了由K 2 S 2 O 8和可见光光氧化还原催化介导的可见光照射串联氧化芳基迁移/羰基形成反应。所提出的转化提供了以伴随羰基形成的1,4-芳基转移的区域选择性方式从容易获得的均炔醇衍生物直接获得重要的α-丙二烯醛/酮衍生物。操作简单和底物范围广泛表明该方法在合成高功能α-丙二烯醛/酮衍生物方面具有巨大潜力。
BERTRAND M.; GIL G.; VIALA J., TETRAHEDRON LETT., 1979, NO 18, 1595-1598