4.7 Article

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

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JOURNAL OF CLEANER PRODUCTION
卷 356, 期 -, 页码 -

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ELSEVIER SCI LTD
DOI: 10.1016/j.jclepro.2022.131878

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Herbicides; Hetero diels-alder reaction; Green synthesis; Density functional theory; Molecular electron density theory

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In this study, a new green procedure for the synthesis of a series of 1,2-oxazine N oxide moieties via Hetero Diels-Alder (HDA) reaction was described, using (2E)-3-aryl-2-nitroprop-2-enenitriles. Unlike most known HDA reactions, this process does not require a Lewis acid-type catalyst, operates under mild conditions, and exhibits full atomic economy and selectivity. Additionally, the reaction process was characterized using Molecular Electron Density Theory (MEDT).
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).

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