Efficient solid-phase synthesis of 4,5-dihydro-1,2,4-triazin-6(1H)-ones
β Scribed by Damien Boeglin; Sonia Cantel; Jean Martinez; Jean-Alain Fehrentz
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 121 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A new and easy protocol for the formation of substituted 4,5-dihydro-1,2,4-triazin-6(1H)-ones was developed on solid support. The heterocyclic compounds were formed by nucleophilic reaction of hydrazine on thioamide esters. As cyclization was concomitant with cleavage from the support, substituted 4,5-dihydrotriazinones were obtained in high purity.
π SIMILAR VOLUMES
The solid supported synthesis of functionalized 1,2,4-triazin-6-ones from resin bound amino acids and acid chlorides is described. A thioamide intermediate is generated with Lawesson's reagent, and the final products are cyclized and cleaved from resin with hydrazine. The products are obtained in go