Acid-Promoted Phosphorylation of Ynones for the Synthesis of Phosphoryl Enones

被引:0
作者
Wei, Xiao-Hong [1 ]
Xue, Ya-Wen [1 ]
Jiang, Xiu-Mei [1 ]
Quan, Gang-Gui [1 ]
Ye, Jia-Qiang [1 ]
Guo, Xu [1 ]
Liu, Xuan [1 ]
机构
[1] Northwest Minzu Univ, Coll Chem Engn, Key Lab Util Environm Friendly Composite Mat & Bio, Key Lab Environm Friendly Composite Mat,State Ethn, Lanzhou 730030, Peoples R China
关键词
ALKYNYL KETONES; METAL; ACCESS; FUNCTIONALIZATION; SPIROCYCLIZATION; CYANOSILYLATION; CYCLIZATION; ACTIVATION; CLEAVAGE;
D O I
10.1021/acs.orglett.4c04531
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient phospha-aldol/Meyer-Schuster rearrangement cascade reaction between propargylic aldehydes and phosphine oxides has been developed in which various phosphoryl enones were obtained in moderate to excellent yields. A comprehensive series of mechanistic experiments, including the identification of key intermediates and the application of 18O isotope labeling, has confirmed that this cascade reaction proceeds through a phospha-aldol followed by Meyer-Schuster rearrangement cascade reaction.
引用
收藏
页码:1124 / 1129
页数:6
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