Late-Stage Sequential C-H Functionalization of Thiazolo[5,4-f] quinazolin-9(8H)-one: Synthesis of a Library of Potential Kinase Inhibitors

Mono-and bis-(hetero)-arylation of thiazolo[5,4-f] quinazolin-9(8H)-one backbone involving sequential activation of C-H bonds has been developed to furnish the corresponding mono-or diarylated valuable scaffolds. This strategy allows the regioselective C2-H and C7-H arylation by a judicious choice of coupling partners and bases. Differently substituted N8-benzylated-2,7-diaryl-thiazoloquinazolin-9(8H)ones were thereby obtained in a facile manner. A one-pot procedure was also developed. These protocols provide a synthetically useful route for late-stage functionalization of this high valuable scaffold, required in drug discovery. [GRAPHICS] .