A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

被引：19
|
作者：
Szyling, Jakub [1 ,2 ]
Franczyk, Adrian [1 ]
Pawluc, Piotr [2 ]
Marciniec, Bogdan [1 ,2 ]
Walkowiak, Jedrzej [1 ]
机构：
[1] Adam Mickiewicz Univ, Ctr Adv Technol, Umultowska 89c, PL-61614 Poznan, Poland
[2] Adam Mickiewicz Univ, Fac Chem, Umultowska 89b, PL-61614 Poznan, Poland
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 15期
关键词：
ONE-POT SYNTHESIS; (E)-BETA-ARYL VINYL HALIDES; MICROWAVE-INDUCED REACTION; OLEFIN CROSS-METATHESIS; BETA-BROMOSTYRENES; STEREOSPECIFIC CONVERSION; ALKENYLBORONIC ACIDS; HUNSDIECKER REACTION; CARBOXYLIC-ACIDS; TERMINAL ALKYNES;
D O I：
10.1039/c7ob00054e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new stereoselective method for the synthesis of (E)-beta-arylvinyl iodides and (E)-or (Z)-beta-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, (E) or (Z) isomers are selectively formed.
引用
收藏
页码：3207 / 3215
页数：9
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