Copper-Catalyzed Regioselective Formal Allylboration of Aryl-Substituted Terminal Alkynes with Bis(pinacolato)diboron and Allyl Halides/Sulfonates

Autor: Xiaorui Feng, Sen Zhou, Minjie Guo, Jiacheng Zhang, Xiangyang Tang, Haitong Jing, Guangwei Wang, Wentao Zhao, Yanlin Li
Rok vydání: 2017
Předmět:
Zdroj: Asian Journal of Organic Chemistry. 6:1375-1379
ISSN: 2193-5807
Popis: A copper-catalyzed formal allylboration of terminal alkynes using allyl bromides or sulfonates as electrophiles has been achieved. This method exhibits good regio-/stereoselectivity and good functional group tolerance for various substituents on the aromatic rings of arylethynes. Through this strategy, various arylsubstituted trisubstituted vinyl pinacol boronic esters with 1,4-diene skeleton have been constructed. In order to demonstrate the utility of this method, the resulting 1,4-dienes with boron-substitution were applied to further transformations such as Suzuki coupling, oxidation, halogenation, and so on, leading to various important compounds.
Databáze: OpenAIRE