Retro-Ene Reaction. Part 6. Functionalization of 4,5-Dihalopyridazin-6-ones Using 1-Acetyloxymethyl-4,5-dihalopyridazin-6-ones as the 1-O, 3-N, 5-O Ene-Adduct. -The synthesis and storage of the known 1-hydroxymethyl derivative of (I) is difficult. Thus, the functionalization of 4,5-dihalopyridazin-
ChemInform Abstract: Retro-Ene Reaction. Part 5. Functionalization of 4,5-Dihalopyridazin-6-ones Using 1-Hydroxymethyl-4,5-dihalopyridazin-6-ones as 1-O, 3-N, 5-O Ene Adducts.
โ Scribed by Hyun-A Chung; Young-Jin Kang; Joo-Wha Chung; Su-Dong Cho; Yong-Jin Yoon
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 36 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
Retro-Ene Reaction.
Part 5. Functionalization of 4,5-Dihalopyridazin-6-ones Using 1-Hydroxymethyl-4,5-dihalopyridazin-6-ones as 1-O, 3-N, 5-O Ene Adducts.
-Functionalization of title compounds (I) via a retro-ene reaction with some nucleophiles affords exclusively 4-halo substituted products such as (III) or 4-halo substituted compounds as main products, cf. (I)โVIII + (IX). On the other hand, reaction of (I) with mercaptopyrimidine (X) affords the disubstituted products (XI) predominantly. Compounds (I) may be regarded to satisfy the preconditions for functionalization.
๐ SIMILAR VOLUMES
Retro-Ene Reactions in Heterocyclic Synthesis. Part 4. A New Synthetic Method for 6-Hydroxypyrimidin-4(3H)-ones and 1,3,5-Triazine-2,4(1H,3H)-diones. -Reaction of benzamidines (I) with substituted malonates (II) and imidodicarboxylate (IV) provides an efficient access to 6-hydroxypyrimidinones (III