The latest advances in chemistry of 1,2,4-oxadiazines (microreview)

[Figure not available: see fulltext.] [Figure not available: see fulltext.]This microreview covers recently published data (2011–2016) on the methods of synthesis and chemical properties of 1,2,4-oxadiazines and their hydrogenated derivatives.[Figure not available: see fulltext.]. © 2017, Springer Science+Business Media, LLC

The latest advances in chemistry of 1,2,4-oxadiazines (microreview)

[Figure not available: see fulltext.] [Figure not available: see fulltext.]This microreview covers recently published data (2011–2016) on the methods of synthesis and chemical properties of 1,2,4-oxadiazines and their hydrogenated derivatives.[Figure not available: see fulltext.]. © 2017, Springer Science+Business Media, LLC

Cascade of the Hinsberg / IMDAF reactions in the synthesis 2-arylsulfonyl-3a,6-epoxyisoindoles and 4a,7-epoxyisoquinolines in water

N-Furfuryl allylamines, readily accessible from corresponding furfurals or furfuryl amines, react with a broad range of arylsulfonyl chlorides with the formation of a 3a,6-epoxyisoindole core in one synthetic stage. Usually, in boiling water, the interaction sequence involves two consecutive steps: the Hinsberg reaction and the intramolecular Diels–Alder furanе (IMDAF) reaction. The scope and limitations of the proposed method were thoroughly investigated, and it was revealed that the key [4 + 2] cycloaddition step proceeds through an exo-transition state, giving rise to the exclusive formation of a single diastereomer of the target heterocycle. The method allows the ability to obtain N-sulfaryl-substituted 3a,6-epoxyisoindoles and 4a,7-epoxyisoquinolines, which are potentially useful substrates for further transformations and subsequent bioscreening, in particular antimicrobial activity. © 2021 Elsevier Lt

Straightforward Three-Component Synthesis of N′,N′′-Disubstituted N -Alkyl-1,3,5-Triazinanes

Efficient approaches towards the synthesis of various N-substituted 1,3,5-triazinanes based on a transformation of N -alkyl-1,5,3-dioxazepanes or on a domino reaction involving condensation of various amines, amides, and paraformaldehyde are described for the first time. Mg(ClO 4) 2 was shown to be one of the most potent additives for the condensation. The proposed approaches permit the synthesis of a broad spectrum of substituted sym -triazinanes in good yields with relatively easy workup. In the case of the multicomponent reaction, the approach allows the preparation of the target substances from simple and easily accessible reagents. The representatives of the resulting compounds were found to possess no antimicrobial or cytotoxic activity in in vitro bioassays. © 2020. Thieme. All rights reserved