A methodology for the synthesis of highly functionalized 2- and 4-aminoquinoline derivatives

• Published in: Tetrahedron Vol. 64; no. 28; pp. 6698 - 6704
• Main Authors: Hwang, Bo Hyun, Park, Sung Hee, Choi, Eun Bok, Pak, Chwang Siek, Lee, Hyeon Kyu
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 07-07-2008
• Subjects: 2-Aminoquinolinone; 2-Methylsulfanyl-3-acyl-1 H-quinolin-4-one; 4-Aminoquinoline; 2-Methylsulfanyl-3-acyl-1 H-quinolin-4-one; 4-Aminoquinoline; 2-Aminoquinolinone
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2008.05.014

A methodology for the synthesis of 2- and 4-aminoquinoline derivatives, which takes advantage of selective activation of 2- or 4-substituent of 2-methylsulfanyl-3-acyl-1
H-quinolin-4-one
1, has been developed. Since a procedure for formation of 3-aminoquinolinones from the 4-quinolinone
1 was described previously, the new methodology comprises a general methodology for the selective syntheses of three isomeric 2-, 3- and 4-aminoquinoline derivatives starting with the common 4-quinolinone
1.
[Display omitted]