Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes
Qian Zhang1, Qiu-Ju Liang1, Jian-Lin Xu1
1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China. xyh0709@ustc.edu.cn.
Abstract:
An addition/cyclization reaction of 1,6-diynes was developed for the synthesis of highly substituted 1,2-dialkylidenecycloalkanes. In this work, 1,6-diynes reacted with (dimethylphenylsilyl)pinacol-borane in the presence of a palladium catalyst to afford 1,2-dialkylidenecycloalkanes bearing silyl and boryl groups with a (Z,Z)-configuration in good to excellent yields. Moreover, the corresponding products could be easily converted into other synthetically useful compounds. This protocol provides an efficient and practical method of heteroelement-element linkage addition to the unsaturated 1,6-diynes.
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