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Intramolecular Schmidt Reaction of Vinyl Azides with Cyclic Ketones
Organic Letters, 2018Cyclic ketones tethered with a vinyl azide group undergo a Schmidt-hydrolysis sequence to give secondary lactams bearing a ketone side chain. Secondary lactams are obtained in a regioselective manner that is not possible in a conventional Schimdt reaction.
Peng Chen +6 more
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Journal of Heterocyclic Chemistry, 1970
AbstractA general synthetic approach to the yet unknown class of 1‐vinyl‐1,2,3‐triazoles is the condensation of active methylene compounds with vinyl azides or their precursors, the β‐haloalkyl azides, in the presence of an alkoxide. Triazole‐4‐carboxylic acids prepared in this manner are decarboxylated smoothly on heating above their melting point ...
G. L'abbé, Alfred Hassner
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AbstractA general synthetic approach to the yet unknown class of 1‐vinyl‐1,2,3‐triazoles is the condensation of active methylene compounds with vinyl azides or their precursors, the β‐haloalkyl azides, in the presence of an alkoxide. Triazole‐4‐carboxylic acids prepared in this manner are decarboxylated smoothly on heating above their melting point ...
G. L'abbé, Alfred Hassner
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Tetrahedron Letters, 1981
Abstract Vinyl azides 1 react with dimethylsulfoxonium ylid 3 at the azide function to produce in high yield 1-vinyl-4,5-unsubstituted-Δ-1, 2 -1,2,3-triazolines 4 . Vacuum flash pyrolysis of 4 furnished N-vinylaziridines 7 without formation of pyrolines.
Alfred Hassner +3 more
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Abstract Vinyl azides 1 react with dimethylsulfoxonium ylid 3 at the azide function to produce in high yield 1-vinyl-4,5-unsubstituted-Δ-1, 2 -1,2,3-triazolines 4 . Vacuum flash pyrolysis of 4 furnished N-vinylaziridines 7 without formation of pyrolines.
Alfred Hassner +3 more
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ChemInform Abstract: REACTIONS OF VINYL AZIDES
Chemischer Informationsdienst, 1976AbstractÜbersicht (Thermolyse, Photolyse, Cycloaddition; Reaktivität gegenüber nucleophilen, elektrophilen und 1,3‐dipolaren Verbindungen).
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The Isomerization of a Vinyl Azide to a Triazole
Journal of the American Chemical Society, 1967John S. Meek, Joanna S. Fowler
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Vinyl Azides as Radical Acceptors in the Vitamin B12-Catalyzed Synthesis of Unsymmetrical Ketones
Organic Letters, 2021Dorota Gryko, Sabina Pisarek
exaly

