N,N-Dimethylanilines were coupled with α-azidochalcones using visible-light driven Ru(bpy)(PF) catalyzed photocascade continuous flow microfluidic approach that involves the creation of one C-C and two C-N new bonds. The reaction involves dual photocatalysis ensuing two sp C-H bond functionalization of N,N-dimethylanilines. To explore the scope of the reaction, 20 different 1,3-diazabicyclo[3.1.0]hexanes were synthesized in good yields (55-71%).
Phenacyl azides were decomposed in basic media to generate N-unsubstituted imines which were reacted with cyclic amino acids to give an azomethine ylide that underwent [3 + 2] cycloaddition with maleimides and N-unsubstituted imines to yield various diastereoselective pyrrolidines and imidazoles respectively in a one-pot three component manner with good to excellent yields.
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