Selective and efficient synthesis of trans-arylvinylboronates and trans-hetarylvinylboronates using palladium catalyzed cross-coupling. (27th March 2017)

• Record Type: Journal Article
• Authors: Liu, Zhihao; Wei, Wei; Xiong, Lu; Feng, Qiang; Shi, Yaojie; Wang, Ningyu; Yu, Luoting
• Is Part Of: New journal of chemistry. Volume 41:Number 8(2017)
• Page Start: 3172
• Page End: 3176
• Publication Date: 2017-03-27
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c6nj03984g
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A versatile method of palladium catalyzed cross-coupling between pinacol vinylboronate and (het)arylbromides to obtain trans -(het)arylvinylboronates in excellent yields and selectivity. Abstract : trans -Arylvinylboronate derivatives are important synthesis blocks in natural products, pharmaceuticals and organic materials. There are only a few reaction conditions that could selectively provide trans -arylvinylboronates by Heck coupling of pinacol vinylboronate and aryl halides. Here we report an efficient and versatile method of palladium catalyzed cross-coupling between pinacol vinylboronate and various aryl or hetaryl bromides to obtain the corresponding trans -(het)arylvinylboronates in excellent yields and selectivity. 30 examples have been synthesized using this protocol which offers an alternative method to prepare these useful building blocks.