Design, synthesis and insilico studies of 3-fluoro-3-substituted oxindoles against cancer targets

Synthetic strategies for the construction of C3-fluorinated oxindoles

“…Very recently, in 2023, Narsaiah's group synthesized 3-fluoro-3-substituted oxindoles 75 used against cancer targets by first constructing 3-hydroxy-3-substituted oxindole 74 from isatin 72 and acetophenone 73 via an aldol reaction using DMAP in DMF at room temperature and later using DAST in DCM to achieve the desired 75 via nucleophilic displacement of the hydroxyl group at room temperature (Scheme 28). 38 The authors demonstrated the vast substrate scope including those with halogen groups 75a–b , naphthyl ring 75c , and thiophene ring 75d in good yields.…”

Protecting group-free synthesis of the fungicide Mandipropamid

“…As part of our regular research program in synthesis of biologically active molecules, herein we report a simple and protecting group free synthesis of mandipropamid. [14][15][16][17][18]…”

Organocatalytic Asymmetric Conjugate Addition of Fluorooxindoles to Quinone Methides

“…During recent years, our laboratory has developed various (organo)­catalytic methods that produce multifunctional compounds with high enantio- and diastereoselectivities using fluorinated substrates including fluorooxindoles. − The medicinal value and prospects of Maxipost and other chiral 3-fluorooxindoles, − have received increasing attention from the synthetic community and intriguing procedures that achieve asymmetric C–C bond construction by incorporating the sought-after fluorooxindole motif into versatile scaffolds have been reported. − …”