A Copper-Catalyzed Decarboxylative Amination/Hydroamination Sequence: Switchable Synthesis of Functionalized Indoles.
A copper-catalyzed decarboxylative amination/hydroamination sequence of propargylic carbamates with various nucleophiles is described for the first time. It features an earth-abundant metal catalyst, mild reaction conditions, and high efficiency. Further treatments of the resultant key intermediates using an acid or a base in one pot enable the controllable and divergent synthesis of two types of functionalized indoles. Moreover, experiments to demonstrate the synthetic potential of this methodology are performed.
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.
Tian-Ren
TR
Li
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.
Bei-Yi
BY
Cheng
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.
Ya-Ni
YN
Wang
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.
Mao-Mao
MM
Zhang
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China. luliangqiu@mail.ccnu.edu.cn.
Liang-Qiu
LQ
Lu
Key Laboratory of Pesticide & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin), China.
Wen-Jing
WJ
Xiao
alkynes; copper; hydroamination; indoles; synthetic methods