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Stannyl radical-mediated synthesis of 6<i>H</i>-1,3-oxazin-6-ones from 2-acyloxyazirines or whether free radicals can open the azirine ring?

Anastasiya V. Agafonova, Pavel А. Sakharov, Ilia A. Smetanin, Николай В. Ростовский, Alexander F. Khlebnikov, Михаил С. Новиков

2022Organic Chemistry Frontiers10 citationsDOI

Abstract

Stannyl radicals initiate a radical cascade reaction of 2-acyloxyazirines, the acyloxy group of which ensures the irreversibility of the ring cleavage and controls the switching of the reaction outcome between 1,3-oxazin-6-ones and oxazoles.

Topics & Concepts

ChemistryRadicalCascadeRing (chemistry)Cleavage (geology)AzirineStereochemistryMedicinal chemistryOrganic chemistryEngineeringFracture (geology)Geotechnical engineeringChromatographySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSynthesis and Biological Evaluation
Stannyl radical-mediated synthesis of 6<i>H</i>-1,3-oxazin-6-ones from 2-acyloxyazirines or whether free radicals can open the azirine ring? | Litcius