Synthesis of (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones using an Eschenmoser coupling reaction

• Lukáš Marek,
• Lukáš Kolman,
• Jiří Váňa,
• Jan Svoboda and
• Jiří Hanusek

Beilstein J. Org. Chem. 2021, 17, 527–539, doi:10.3762/bjoc.17.47

• of all products was confirmed by NMR techniques. Keywords: 3-bromooxindoles; Eschenmoser coupling reaction; thioamides; tyrosin kinase inhibitors; (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones; Introduction 3-(Aminomethylidene)-1,3-dihydro-2H-indol-2-ones (3-(aminomethylidene

• )methylidene]-1,3-dihydro-2H-indol-2-ones.a The prepared 3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones 5aa–ed with a primary amino group (R3 and R4: H). The prepared (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones 6aa–ef with a secondary amino group (R2 and R3: H). The prepared (Z)-3