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Copper‐Catalyzed Remote C−H Functionalization of 8‐Aminoquinolines with Sodium and Lithium Sulfinates
Author(s) -
Liang Shuai,
Manolikakes Georg
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600388
Subject(s) - chemistry , reagent , surface modification , lithium (medication) , copper , catalysis , manganese , sodium , combinatorial chemistry , organic chemistry , inorganic chemistry , medicine , endocrinology
A simple and mild copper‐catalyzed sulfonylation of 8‐aminoquinolines with sodium and lithium sulfinates is reported. In the presence of manganese(III) acetate [Mn(OAc) 3 ] as cooxidant a highly site‐selective C−H functionalization at the C‐5 position takes place. The reaction proceeds readily at room temperature in air and various sulfones were synthesized in moderate to high yields. Moreover, a straightforward procedure for the conversion of organolithium reagents and sulfur dioxide into C‐5 sulfonylated quinolines was developed.