- Facile synthesis of substituted 5-amino- And 3-amino-1,2,4-thiadiazoles from a common precursor
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[Chemical Equation Presented] A novel approach to the synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles beginning from a common precursor has been achieved. Derivatization by palladium-catalyzed Suzuki-Miyaura coupling enables the rapid pre
- Wehn, Paul M.,Harrington, Paul E.,Eksterowicz, John E.
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supporting information; experimental part
p. 5666 - 5669
(2010/03/01)
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- Molecular Rearrangements in Heterocyclic Synthesis. A Generalized Synthesis of 1,2,4-Thiadiazoles from 3-Acylamino-1-oxa-2-azoles
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The sulfurization reaction of some 3-acylamino-1-oxa-2-azoles (1,2,4-oxadiazoles, isoxazoles and 1,2,5-oxadiazoles) with the Lawesson reagent has been investigated.A generalized methodology for the synthesis of 5-aryl-/alkyl-3-substituted 1,2,4-thiadiazol
- Buscemi, Silvestre,Vivona, Nicolo
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p. 2423 - 2432
(2007/10/02)
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- A New Ring Interconversion: 3-Azido-1,2,4-thiadiazoles from the Reaction of Thionyl Chloride with 1-Alkyl-5-aminotetrazoles
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Heating of some 1-alkyl-5-aminotetrazoles with thionyl chloride gave 3-azido-1,2,4-thiadiazoles in a reaction involving 5-N-sulphinylaminotetrazoles as intermediates.
- Butler, Richard N.,O'Donoghue, Denis A.,O'Halloran, Gerard A.
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p. 800 - 801
(2007/10/02)
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- Cyclic Meso-ionic Compounds. Part 23. Novel Chemistry of 1,2,4-Thiadiazoles and Their Transformation into Meso-ionic 1,2,4-Thiadiazolium Derivatives
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Representatives of two new classes of meso-ionic heterocycles have been synthesised, the 1,2,4-thiadiazolium-3-olate (8) and the 1,2,4-thiadiazolium-3-tosylaminide (25).The reactions of 1,2,4-thiadiazoles and nucleophiles follow two general pathways: (i) reductive transformation to N-thiobenzoyl derivatives and (ii) elimination of elemental sulphur and the formation of N-benzoyl derivatives.A mechanistic rationale is proposed for the operation of pathways (i) and (ii).Earlier views on the oxidative formation of certain 1,2,4-thiadiazoles are corrected.A novel synthetic route to heterocycles containing sulphur-nitrogen bonds is described. 1,2,4-Thiadiazoles are formed by oxidation of N-thiobezoylureas and N-thiobenzoylguanidines by bis(4-methoxyphenyl) telluroxide.
- Newton, Christopher G.,Ollis, W. David,Wright, Derek E.
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