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Synthesis of Trimethylstannyl Arylboronate Compounds by Sandmeyer-Type Transformations and Their Applications in Chemoselective Cross-Coupling Reactions

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journal contribution
posted on 07.03.2014, 00:00 by Di Qiu, Shuai Wang, Shengbo Tang, He Meng, Liang Jin, Fanyang Mo, Yan Zhang, Jianbo Wang
A synthetic method based on Sandmeyer-type reactions to access both tin- and boron-substituted arenes from nitroaniline derivatives is described. This transformation can be applied to the synthesis of a series of functionalized trimethylstannyl arylboronates. In addition, the chemoselective reaction of the Stille and Suzuki–Miyaura cross-coupling reactions is explored, and a series of m- and p-terphenyl derivatives have been synthesized by conducting consecutive one-pot Stille and Suzuki–Miyaura cross-coupling reactions.