Carbon–carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation |
| |
| Authors: | Li Wang Qi Zhong Youliang Zou Youzhi Yin Aizhen Wu Quan Chen Ke Zhang Jiachen Jiang Mengzhen Zhao Hua Zhang |
| |
| Institution: | Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education, Hubei Key Laboratory of Catalysis and Materials Science, South-Central University for Nationalities, Wuhan 430074 China.; College of Chemistry, Nanchang University, Nanchang 330031 China |
| |
| Abstract: | Selective carbon–carbon bond activation is important in chemical industry and fundamental organic synthesis, but remains challenging. In this study, non-polar unstrained Csp2–Csp3 and Csp2–Csp2 bond activation was achieved by B(OMe)3/B2pin2-mediated fragmentation borylation. Various indole derivatives underwent C2-regioselective C–C bond activation to afford two C–B bonds under transition-metal-free conditions. Preliminary mechanistic investigations suggested that C–B bond formation and C–C bond cleavage probably occurred in a concerted process. This new reaction mode will stimulate the development of reactions based on inert C–C bond activation.Non-polar unstrained Csp2–Csp3 and Csp2–Csp2 bond activation was achieved via B(OMe)3/B2pin2-mediated fragmentation borylation, in which C–C bond activation occurred regioselectively at the C2-position in various substituted indoles. |
| |
| Keywords: | |
|
|
