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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.

โœ 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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โœฆ 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)โ†’VIII + (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.


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