Zhao Yulei, Xu Murong, Zheng Zhong, Yuan Yang, Li Yanzhong
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai 200241, China.
Chem Commun (Camb). 2017 Mar 28;53(26):3721-3724. doi: 10.1039/c7cc00005g.
A novel methodology for the synthesis of 3-alkenyl indolines through the reaction of in situ generated allenes with N-benzylic C-H has been developed. The reaction was realized by Pd(0) catalyzed allenylation of propargyl carbonate with organoboron and subsequent tertiary amine self-catalyzed C-H functionalization in a one-pot process. Control reactions suggested that the substrate itself might also serve as a Lewis base for the N-benzylic C-H functionalization.
