Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2017

Organocatalyzed Thia-Michael Addition and Sequential Inverse Electron Demanding Diels-Alder Reaction to 3-Vinyl-1,2,4- triazine Platforms

Résumé

This work highlights the use of 3‐vinyl‐1,2,4‐triazines as original thia‐Michael acceptors and inverse electron demanding Diels‐Alder platforms en route to new 7,8‐dihydro‐5H‐thiopyrano[4,3‐b ]pyridines. The required but rather unstable propargylthiol nucleophiles were successfully generated in‐situ upon an innovative DBU‐catalyzed methanolysis event of the corresponding propargyl thioacetate derivatives.

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Dates et versions

hal-02046260 , version 1 (22-02-2019)

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Clément Berthonneau, F. Buttard, Marie-Aude Hiebel, Franck Suzenet, Jean-François Brière. Organocatalyzed Thia-Michael Addition and Sequential Inverse Electron Demanding Diels-Alder Reaction to 3-Vinyl-1,2,4- triazine Platforms. Advanced Synthesis and Catalysis, 2017, 359 (23), pp.4106-4110. ⟨10.1002/adsc.201700831⟩. ⟨hal-02046260⟩
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