Site-Selective C–H Borylation of Primary Anilines via an Aldimine-Based Protection Strategy
Feijiang Zhou , Yang Luo , Zhiwei Xue , Ting Nie , Xiao-Chao Huang , Ying Xiong , Ji Lu , Bowen Lei , Lin Yang , Siping Wei , Xuefeng Cong , Na Hao
Chinese Journal of Chemistry ›› 2026, Vol. 44 ›› Issue (11) : 1766 -1772.
The development of selective and efficient methods for the synthesis of borylated primary anilines is of great interest and importance, but remains a challenging task. Herein, we report an iridium-catalyzed site-selective C−H borylation of primary anilines via an aldimine-based protection strategy. This strategy constitutes an efficient and step-economical route for the selective synthesis of a wide range of borylated primary anilines from easily accessible starting materials, featuring broad substrate scope, good functional group compatibility and easy scalability. The synthetic utility of this C−H borylation protocol is demonstrated by gram-scale synthesis, further transformations of the borylated products, late-stage modification of biorelevant molecules, and one-pot borylation/reduction sequence to access borylated secondary anilines.
C−H borylation / Primary anilines / Iridium catalysis / Site-selective / Aldimines / B2pin2 / Reduction / Secondary anilines
2026 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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