Organic Chemistry Portal

Abstracts

Search:

Base-Mediated Borylsilylation/Silylation of Ammonium Salts with Silylborane

Wan-Ying Qi, Jing-Song Zhen, Xiao-hong Xu, Xian Du, Yi-hui Li, Han Yuan, Yun-Shi Guan, Xun Wei, Zi-Ying Wang, Guohai Liang* and Yong Luo*

*South China Normal University, Guangzhou 510631; Sun Yat-sen University, Guangzhou 510275, China, Email: liangguohscnu.edu.cn, luoyong5mail.sysu.edu.cn

W.-Y. Qi, J.-S. Zhen, X.-h. Xu, X. Du, Y.-h. Li, H. Yuan, Y.-S. Guan, X. Wei, Z.-Y. Wang, G. Liang, Y. Luo, Org. Lett., 2021, 23, 5988-5992.

DOI: 10.1021/acs.orglett.1c02066 (free Supporting Information)


see article for more reactions

Abstract

A base-mediated borylsilylation of benzylic ammonium salts provides geminal silylboronates bearing benzylic proton under mild reaction conditions. Deaminative silylation of aryl ammonium salts was also achieved in the presence of LiOtBu. Both methods offer high efficiency, mild reaction conditions, and good functional group tolerance for late-stage functionalization of amines.

see article for more example



Key Words

1,1-silylboronates, arylsilanes


ID: J54-Y2021