Green, one-pot synthesis of 1,2-oxazine-type herbicides via non-catalyzed Hetero Diels-Alder reactions comprising (2E)-3-aryl-2-nitroprop-2-enenitriles

Abstract

In the framework of this paper we describe a new, green procedure for the synthesis of a series of 1,2-oxazine N-oxide moieties via Hetero Diels-Alder (HDA) reaction with the participation of (2E)-3-aryl-2-nitroprop-2-enenitriles. For the contrast of most known HDA reactions, the described process is realized without presence of Lewis acid-type catalyst as well as under mild conditions, with full atomic economy and selectivity. Additionally, we established, that the reaction process can be characterized with Molecular Electron Density Theory (MEDT).