Regioselective and Diastereoselective Dearomative Multifunctionalization of In-Situ-Activated Azaarenes: An Access to Bridged Azaheterocycles

被引:47
作者
Bai, Xu-Guan [1 ]
Miao, Hong-Jie [1 ]
Zhao, Yang [1 ]
Wang, Qi-Lin [1 ]
Bu, Zhan-Wei [1 ]
机构
[1] Henan Univ, Inst Funct Organ Mol Engn, Coll Chem & Chem Engn, Kaifeng 475004, Peoples R China
基金
中国国家自然科学基金;
关键词
PYRIDINIUM SALTS; N-HETEROAROMATICS; CHEMISTRY; CYCLOCONDENSATION; BIOLOGY; ARYNES;
D O I
10.1021/acs.orglett.0c01648
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reported herein is an unprecedented multicomponent one-pot dearomative multifunctionalization of commercially available azaarenes through an in situ activation strategy, which not only achieved the first full exploitation of the reactive sites of the azaarenes, but also accomplished the efficient synthesis of bridged hydrogenated pyridines and (iso)quinolines in a highly regioselective and diastereoselective manner. In addition, we could successfully realize the step-controlled dearomative trifunctionalization and bifunctionalization of quinolines.
引用
收藏
页码:5068 / 5073
页数:6
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