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A transition-metal-free protocol for the arylation of N-phenyl- and N-benzoyl-substituted, benzaldehyde-derived imine derivatives with functionalized aryl pronucleophiles is reported. The aryl nucleophiles are released from silicon-protected aryl-substituted diazenes by desilylation… Click to show full abstract
A transition-metal-free protocol for the arylation of N-phenyl- and N-benzoyl-substituted, benzaldehyde-derived imine derivatives with functionalized aryl pronucleophiles is reported. The aryl nucleophiles are released from silicon-protected aryl-substituted diazenes by desilylation with potassium trimethylsilanolate concomitant with the loss of dinitrogen. A broad range of functional groups is tolerated in the aryl nucleophile but, depending upon their electronic effect, require specific groups at the imine nitrogen atom.
Journal Title: Organic letters
Year Published: 2022
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