Selective Synthesis of Acylated Cross-Benzoins from Acylals and Aldehydes via N-Heterocyclic Carbene Catalysis

被引:3
作者
Onodera, Kou [1 ]
Takashima, Ryo [1 ]
Suzuki, Yumiko [1 ]
机构
[1] Sophia Univ, Fac Sci & Technol, Dept Mat & Life Sci, Chiyoda Ku, Tokyo 1028554, Japan
关键词
AROMATIC-ALDEHYDES; CARBONYL-COMPOUNDS; DERIVATIVES; OXIDATION; RING;
D O I
10.1021/acs.orglett.1c01134
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The utility of acylals as building blocks for selective cross-benzoin synthesis was explored in this study. The synthesis of a-acetoxyketones (O-acyl cross-benzoins) was achieved via selective N-heterocyclic carbene-catalyzed cross-benzoin reactions using acylals as aldehyde equivalents. Thus, the combination of ortho-substituted phenyl acylals and aromatic/aliphatic aldehydes as coupling substrates using bicyclic triazolium salts as precatalysts and potassium carbonate as a base in THF at reflux temperature selectively yielded O-acyl cross-benzoins.
引用
收藏
页码:4197 / 4202
页数:6
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