Transient directing group controlled regiodivergent C(sp3)-H and C(sp2)-H polyfluoroalkoxylation of aromatic aldehydes

被引:0
|
作者
Zhou, Jiayu [1 ]
Liu, Dan [1 ]
Bai, Chaolumen [1 ]
Bao, Agula [1 ]
Muschin, Tegshi [1 ]
Baiyin, Menghe [1 ]
Bao, Yong-Sheng [1 ]
机构
[1] College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot,010022, China
基金
中国国家自然科学基金;
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暂无
中图分类号
TG146.3 [贵金属、铂族金属及其合金]; TF83 [贵金属及铂族金属冶炼];
学科分类号
摘要
A novel method for achieving regiodivergent C(sp3)-H and C(sp2)-H polyfluoroalkoxylation in the o-methyl benzaldehyde framework by altering the transient directing group is disclosed. Using palladium as the catalyst and [F+] reagents as bystanding oxidants, various regioisomeric polyfluoroalkoxylated benzaldehydes were prepared. It is proposed that the selectivity is governed by the size of the palladacycle which is generated from Pd-chelation with different transient directing groups and helps in harnessing palladium with the benzyl C(sp3)-H or C(sp2)-H bonds of o-methyl benzaldehydes. These findings provide an avenue for controlled regiodivergent C(sp3)-H and C(sp2)-H functionalization reactions. This journal is © the Partner Organisations.
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页码:5975 / 5981
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