Palladium-catalyzed C-H Functionalization Of2,4-diarylquinazolines

Selective functionalization of C-H bond is a long standing goal that continues todrive discovery in organic synthesis. The combination of transition metals anddirecting groups is a useful strategy to facilitate arene C-H bond for formation C-Cand C-X bond(X=O, S, N, etc.). On the other hand, quinazoline is a privilegedstructure that exists in many biologically active compounds, pharmaceuticals, andagrochemicals. Synthesis of quinazolines drivates is high valuable.In part one, the researchments on palladium catalyzed C-H bond activation thatdirected by pyridine, oxime ether, amide, and oxazole and other directing groups havebeen reviewed, and the methods of synthesis the quinazolines have also beenintroducedIn part two, we developed an efficient method for direct acylation of arene sp2C-H bonds with alcohol using palladium chloride as a catalyst and tert-butylhydroperoxide (TBHP) as the oxidant. The alcohols were oxidized to theircorresponding aldehydes in situ and efficiently coupled with2,4-diarylquinazolinesto selective give di-acylation products.In part three, a mild palladium-catalyed method for regioselective iodination ofsp2C-H bonds using N-iodosuccinimides as xidant and quinazoline core serves as thedirecting group, producing2-(2-iodoaryl)-4-arylquinazolines have been described...