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Mechanochemical Synthesis of 1,2,6-Thiadiazine 1-Oxides from Sulfonimidamides and the Fluorescence Properties of the Products

Jan‐Hendrik Schöbel, Wenjing Liang, Dominik Wöll, Carsten Bolm

2020The Journal of Organic Chemistry30 citationsDOI

Abstract

A solvent-free mechanochemical synthesis for 1,2,6-thiadiazine 1-oxides starting from NH-sulfonimidamides and propargyl ketones has been developed. Lewis acids affect these one-pot aza-Michael-addition/cyclization/dehydration reaction sequences. The photophysical properties of the resulting heterocyclic sulfonimidamide derivatives were characterized.

Topics & Concepts

ChemistryPropargylFluorescenceDehydrationLewis acids and basesOrganic chemistrySolventCatalysisBiochemistryQuantum mechanicsPhysicsSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and ActivitiesQuinazolinone synthesis and applications