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Methanol-Promoted Borylation of Arylamines: A Simple and Green Synthetic Method to Arylboronic Acids and Arylboronates

Cong-Jun Zhao, Dong Xue*, Zhi-Hui Jia, Chao Wang, Jianliang Xiao

*Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, P. R. of China, Email: xuedong_welcomesnnu.edu.cn

C.-J. Zhao, D. Xue, Z.-H. Jia, C. Wang, J. Xiao, Synlett, 2014, 25, 1577-1584.

DOI: 10.1055/s-0033-1339118 (free Supporting Information)


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Abstract

Diazotization of arylamines promoted by methanol with sodium nitrite and hydrochloric acid as diazotization agents followed by Sandmeyer borylation via a SN2Ar pathway provides a simple and green method to arylboronic acids and arylboronates.

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Key Words

Sandmeyer reaction, methanol, borylation, arylamines, arylboronic acids, arylboronates, diazotization, green chemistry


ID: J60-Y2014