z-logo
Premium
Transition‐Metal‐free C5, C7‐Dihalogenation and the Switchable C5 Halogenation of 8‐Hydroxyquinolines
Author(s) -
Xiong Jin,
Liu Yunyun
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803965
Subject(s) - halogenation , chemistry , hydrolysis , transition metal , catalysis , electrophile , toluene , combinatorial chemistry , organic chemistry
The first example on the C5, C7‐dihalogenation of 8‐hydroxyquinolines based on an in situ O ‐acyl 8‐hydroxyquinoline formation is realized under catalyst‐free condition in toluene. Modifying the reaction conditions by directly utilizing O ‐acylated 8‐hydroxyquinolines in the presence of AlCl 3 enables the electrophilic halogenation in the C5 position, leading to the tunable synthesis of C5 halogenated products. The O ‐acyl group can be easily removed from the product to provide halogenated quinolines containing free hydroxyl group by simple hydrolysis.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here