8-Amino-5-methoxyquinoline is a substituted quinoline derivative that can be prepared using 5-chloro-2-nitroaniline as a starting material. It can act as an easily removable directing group and also mediate C-H activation. These properties have been useful for synthesizing isomeric dibenzoxazepinones and complex pyrrolidinones from compounds containing 8-amino-5-methoxyquinoline moiety.
Synonyms: 5-Methoxy-8-quinolinamine; Chen Auxilliary; MQ; Gong Chen Auxiliary; MQ Auxiliary
Molecular Formula: C10H10N2O
Molecular Weight: 174.2
Linear Structural Formula: C10H10N2O
MDL Number: MFCD01593679
Purity: 95%
Melting Point: 90-95 C
Application: The Chen auxiliary was reported to be an effective directing group in the synthesis of pyrrolidones from assisting in the activation of C(sp3)-H bonds and can be readily installed through amide bond formation and removed through mild conditions using CAN at room temperature.
Other Notes: Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium-Catalyzed Intramolecular Amination of Unactivated gamma C(sp3)-H bonds