Iron-Catalyzed Arene Prenylation

被引：11
|
作者：
Villani-Gale, Alexander J. [1 ]
Eichman, Chad C. [1 ]
机构：
[1] Loyola Univ Chicago, Dept Chem & Biochem, 1068 W Sheridan Rd, Chicago, IL 60660 USA
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 17期
关键词：
Iron; Homogeneous catalysis; Aromatic substitution; Terpenoids; DIELS-ALDER REACTIONS; ORGANIC-SYNTHESIS; LEWIS-ACIDS; PHENOLS; 1,3-DIENES; ARYL; HYDROARYLATION; FLAVONOIDS; GENERATION; INHIBITORS;
D O I：
10.1002/ejoc.201600531
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The syntheses of prenylated arenes and 2,2-dimethylchromans using a Friedel-Crafts-type coupling between activated arenes and isoprene is reported. A combination of catalytic amounts of FeCl3 and AgBF4 promotes a regioselective prenylation event followed by a cyclization to form a 2,2-dimethylchroman structure. The method avoids isoprene polymerization and allows the facile late-stage derivatization of biologically active motifs.
引用
收藏
页码：2925 / 2928
页数：4
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