Dibenzo azepinone

V. P. Mehta, S. G. Modha, E. Ruijter, K. Van Hecke, L. Van Meervelt, C. Pannecouque, B. Romano, R. V. A. Orru, E. Van derEycken,/ Org. Chem. 2011,76,2828-2839.Amicrowave-assisted diastereoselective multicomponent reaction to access dibenzo[c,e]azepinones synthesis and biological evaluation. 

Eycken and coworkers developed an unprecedented MW-assisted MCR strategy via an intramolecular Ugi four-component reaction (4CR) for the synthesis of dibenzo[c,e] azepinone scaffold 46 (Scheme 11.5) [42]. The core of these products resembles the framework of y-secretase inhibitor LY411575 47, reported by Eli Lilly [43]. The final products were also evaluated for their bioactivity some of them showed antiproliferative activity in the lower micromolar range against tumor cell lines. The MW irradiation was crucial for the success of the reactions affording the products in excellent yields and with high diastereoselectivity. 

SCHEME 11.5 Microwave-assisted diastereoselective multicomponent reaction to access dibenzo[c,c]azepinones 46. 

SCHEME 7 Microwave (MW)-assisted multicomponent strategy toward dibenzo[c,e]azepinone scaffold. 

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