Synthesis of 1,4‐Diazepin‐5‐ones under Microwave Irradiation and Their Reduction Products.

Abstract

A straightforward method for the synthesis of tetrahydrodiazepinones (III) can be optimized using microwave irradiation. The products are easily converted to the hexahydro derivatives (V). -(WLODARCZYK, N.; GILLERON, P.; MILLET, R.; HOUSSIN, R.; HENICHART*, J.-P.; Tetrahedron Lett. 48 (2007) 14, 2583-2586; Inst. Chim. Pharm. Albert Lespagnol, Univ. Lille 2, F-59006 Lille, Fr.; Eng.) -Mais 29-149

Green Synthetic Approaches for Medium Ring-Sized Heterocycles of Biological Interest

“…1,4-Diazepin-5-one ring system has also been targeted for the design of analogs of some dipeptidomimetics (73) and an efficient synthetic protocol involving a condensation reaction between ethylene diamine (71) and β-keto esters (72) has been developed by Henichart and coworkers [50] (Scheme 11). The reaction generated many side products under thermal conditions and the yield was very poor (up to 40%).…”