Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer

被引:26
作者
Ding, Ransheng [1 ]
Wolf, Christian [1 ]
机构
[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA
基金
美国国家卫生研究院;
关键词
ARYL BORONIC ACIDS; C-ALKYLATION; DICHLOROMETHYLATION; DIFLUOROALKYLATION; DICHLORINATION; CHLORINATION; FLUORINATION; METAL;
D O I
10.1039/c5cc09753c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A catalytic process that provides dihalogenated nitro alcohols in up to 99% yield and with 100% atom economy is described. In situ cleavage of dihalonitroacetophenones affords nitronates that undergo Lewis acid catalyzed addition to aldehydes. Final benzoylation renders the sequence irreversible and regenerates the bond scission and acyl transfer agent.
引用
收藏
页码:3576 / 3579
页数:4
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