Cu‐TEMPO Catalyzed Dehydrogenative Friedlander Annulation/sp<sup>3</sup> C–H Functionalization/Spiroannulation towards Spiro[indoline‐3,3'‐pyrrolizin]‐2'‐yl)‐4‐phenylquinoline‐3‐Carboxylates
Dalavai Pavithra, Kannat Radhakrishnan Ethiraj, Fazlur‐Rahman Nawaz Khan
Abstract
A series of spiro[indoline‐3,3'‐pyrrolizin]‐2'‐yl)‐4‐phenylquinoline‐3‐carboxylate 6 from 2‐amino‐5‐chlorobenzhydrol 1 , benzyl alcohols 3 , and methyl or ethyl acetoacetate 2 is reported by the Cu(OAc) 2, TEMPO catalyzed dehydrogenative Friedlander annulation/sp 3 –CH‐functionalization/regioselective 1,3‐ dipolar cyclo‐ addition. Likewise, chimanine A analogues 7 were obtained using a similar strategy in DES (Deep Eutectic Solvents) as a reaction medium in excellent yields.
Topics & Concepts
ChemistryAnnulationIndolineCatalysisSurface modificationRegioselectivityCarboxylateMedicinal chemistryOrganic chemistryEthyl acetoacetatePhysical chemistryCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and Catalysis