Rhodium-catalyzed C-H activation of hydrazines leads to isoquinolones with tunable aggregation-induced emission properties.
Using an internally oxidizing directing group (DG) strategy, we report a Rh(III)-catalyzed synthesis of isoquinolones via C-H activation/annulation of benzoylhydrazines and alkynes. Tunable double cascade cyclization of benzoylhydrazines with two equivalents of alkynes led to tetracyclic amides. These N-heterocycles demonstrated adjustable AIE properties.
Shenzhen Key Lab of Nano-Micro Material Research, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen, 518055, China. jingzhao@pkusz.edu.cn.
Bole
B
Yu
Ying
Y
Chen
Mei
M
Hong
Pingping
P
Duan
Shifeng
S
Gan
Hui
H
Chao
Zujin
Z
Zhao
Jing
J
Zhao
D000480:Alkynes / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry*; D010084:Oxidation-Reduction; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*
D000480:Alkynes; D001565:Benzoates; D006834:Hydrazines; D015363:Quinolones; D012238:Rhodium