Palladium-catalyzed domino Heck/intermolecular cross-coupling: efficient synthesis of 4-alkylated isoquinoline derivatives.
A highly efficient Pd-catalyzed Heck-type cascade process with 2-(1-alkynyl)benzaldimines has been developed, which provides access to a broad range of 4-alkylated isoquinoline derivatives in moderate to good yields. The σ-alkylpalladium(ii) intermediate in the Heck reaction activates alkynes toward intramolecular nucleophilic attack. This is the first example of a σ-alkylpalladium(ii) intermediate promoting the cyclization of alkynes containing a proximate nucleophilic center.
College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, 6 Xuefu Road, Weiyang District, Xi'an, Shaanxi 710021, China. yaotuanli@sust.edu.cn.
Tuanli
http://orcid.org/0000-0003-2905-6596
T
Yao
College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, 6 Xuefu Road, Weiyang District, Xi'an, Shaanxi 710021, China. yaotuanli@sust.edu.cn.
Tao
T
Liu
College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, 6 Xuefu Road, Weiyang District, Xi'an, Shaanxi 710021, China. yaotuanli@sust.edu.cn.
Changhui
C
Zhang