Preparation of 3-hydroxyquinolines from direct oxidation of dihydroquinolinium salts.

ABSTRACT: A series of functionalized 3,4-dihydroquinolinium salts were prepared from the reaction of aryldiazonium salt with alkene in a nitrile solution. Further oxidation yielding either 3-hydroxyquinoline or quinoline products was investigated. A one-pot process from aryldiazonium salts, alkenes and nitriles leading to 3-hydroxyquinolines was also developed. Furthermore, an intramolecular trapping of an N-arylnitrilium ion with a vinyl group at the ortho position leading to 2-substituted quinolines was revealed.

SUBMITTER: Ramanathan M 

PROVIDER: S-EPMC9089837 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature