A variety of biologically active molecules, pharmaceuticals, and natural products consist of a nitrogen-containing heterocyclic backbone. Majority of them are isoquinolones, indoles, isoquinolines, etc; thereby the synthesis and derivatization of...
We have developed Cp*Co(III)-catalyzed reverse regioselective [4+2] annulation of N-chlorobenzamides/acrylamides with vinyl silanes for the synthesis of 4-silylated isoquinolones. The reaction was performed at ambient temperature under redox-neutral conditions. The reaction utilizes the N-Cl bond as an internal oxidant and furnished the required products with excellent regioselectivities and demonstrated high functional group tolerance. Moreover, 4-silylated isoquinolone derivatives were readily converted into 3,4-dihydroisoquinolones via protodesilylation thus making vinyl silane an ethylene surrogate.
We have developed Cp*Co(III)-catalyzed reverse regioselective [4+2] annulation of N-chlorobenzamides/acrylamides with vinyl silanes for the synthesis of 4-silylated isoquinolones. The reaction was performed at ambient temperature under redox-neutral conditions. The reaction utilizes the N-Cl bond as an internal oxidant and furnished the required products with excellent regioselectivities and demonstrated high functional group tolerance. Moreover, 4-silylated isoquinolone derivatives were readily converted into 3,4-dihydroisoquinolones via protodesilylation thus making vinyl silane an ethylene surrogate.
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