Organic synthesis of heterocyclic 1,4 benzoxazepines

This study focuses on the reactivity of 2 -aminobenzylalcohol with respect to geminalized epoxides (dicyano and cyano-ester) behaving as bi-electrophiles. The method enables highly efficient synthesis of 1,4-benzoxazepin-3-ones in very high yield, thanks to simple epoxide opening followed by cyclization. All products are characterized in minute detail by NMR, mass spectrometry and Fourier Transform Infrared spectrometry (FT-IR). With cyano-esters (2), the method enables the production of novel 1,4-benzoxazepines via an efficient one-pot reaction, without catalyst. Simple to perform, selective and achievable under mild conditions, this method opens up new prospects in medicinal chemistry, with the aim of designing new bioactive compounds.

Pagina's: 52, Paperback, Our Knowledge Publishing