Tertiary amine self-catalyzed intramolecular Csp3-H functionalization with in situ generated allenes for the formation of 3-alkenyl indolines

被引:19
|
作者
Zhao, Yulei [1 ]
Xu, Murong [1 ]
Zheng, Zhong [1 ]
Yuan, Yang [1 ]
Li, Yanzhong [1 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, 500 Dongchuan Rd, Shanghai 200241, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H BONDS; ANNULATIONS; CYCLOISOMERIZATION; CYCLIZATION; ACTIVATION; ALLENOATES;
D O I
10.1039/c7cc00005g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel methodology for the synthesis of 3-alkenyl indolines through the reaction of in situ generated allenes with N-benzylic C-sp3-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-sp3-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-sp3-H functionalization.
引用
收藏
页码:3721 / 3724
页数:4
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