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Regioselective Chlorination of Quinoline N ‐Oxides and Isoquinoline N ‐Oxides Using PPh 3 /Cl 3 CCN
Author(s) -
Qiao Kai,
Wan Li,
Sun Xiaoning,
Zhang Kai,
Zhu Ning,
Li Xin,
Guo Kai
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501567
Subject(s) - chemistry , regioselectivity , isoquinoline , quinoline , reagent , organic chemistry , functional group , combinatorial chemistry , medicinal chemistry , catalysis , polymer
A novel method for the regioselective C2‐chlorination of heterocyclic N ‐oxides has been developed. PPh 3 /Cl 3 CCN were used as chlorinating reagents and the desired N‐heterocyclic chlorides were obtained smoothly in satisfactory yields. The reactions proceeded in a highly efficient and selective manner across a broad range of substrates demonstrating excellent functional group tolerance. In addition, this chlorination reaction can be used for the modification of N‐heterocyclic scaffolds of appealing ligands and pharmaceuticals.