Palladium-catalyzed NHC ligand-controlled regiodivergent allyl-fluoroallyl cross-couplings

被引:0
|
作者
Ma, Yangyang [1 ]
Xu, Boxia [2 ]
Zhang, Hua [3 ]
Li, Zhiping [2 ]
机构
[1] Pingdingshan Univ, Coll Chem & Chem Engn, Pingdingshan 467000, Henan, Peoples R China
[2] Renmin Univ China, Sch Chem & Life Resources, Key Lab Adv Light Convers Mat & Biophoton, Beijing 100872, Peoples R China
[3] Pingdingshan Univ, Coll Med, Pingdingshan 467000, Henan, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2025年 / 12卷 / 03期
关键词
BOND FORMATION; INNER-SPHERE; FLUORINE; CYCLOPROPANES; ELIMINATION; PHOSPHATES; MECHANISM;
D O I
10.1039/d4qo01800a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed cross-coupling of (E)-2-fluoroallyl carbonates and allylboronates is reported. The regioselectivity is susceptive to the steric requirements of the NHC ligand, with small IMes favoring linear fluorinated 1,5-dienes, while IPrBIDEA featuring sterically-congested character benefits branched products. Control experiments revealed that either 2-fluoroallyl carbonates or gem-F2CPs could undergo allylation with excellent regioselectivity, yet the former showed somewhat lower branched reactivity.
引用
收藏
页码:760 / 765
页数:6
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