Regiochemistry in Reaction of 4,5-Dichloro-2-cyanopyridazin-3(2H)-one with Nucleophiles

Lee, Hyung‐Geun; Kim, Minjung; Lee, In-Hye; Kim, Eun Jung; Kim, Bo Ram; Yoon, Yong‐Jin

doi:10.5012/bkcs.2010.31.04.1061

Cited by 9 publications

(2 citation statements)

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“…When it is halogenated, the leaving group ability significantly increases: 4,5-dichloropyridzin-3(2 H )-one shows higher stability of the corresponding anion and higher acidity of NH than pyridazin-3(2 H )-one. The regioselectivity of 4,5-dichloropyridazin-3(2 H )-one at the C-4, C-5, and C-6 positions depends upon the substituent of N-2 position . Thus, 2-substituted 4,5-dichloropyridazin-3(2 H )-ones could be used as a sustainable FGC for organic synthesis.…”

Section: Tautomerism and The Resonance Of Pyridazin-3(2h)-onesmentioning

confidence: 99%

“…Lee et al investigated the regiochemistry for the reaction of 4,5-dichloro-2-cyanopyridazin-3(2 H )-one ( 7 , X, Y = Cl) with some nucleophiles such as thiol, alcohol, amine, and azide. This reaction yields the corresponding cyanide and/or 4-chloro-2-cyano-5-substituted pyridazin-3(2 H )-one (Scheme a).…”

Section: Pyridazin-3(2h)-ones As Recyclable Functional Group Carriersmentioning

confidence: 99%

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Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations

et al. 2017

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While N-hetereocycles have received significant attention in organic synthesis and other research fields, the chemistry of pyridazine, a six-membered aromatic ring with two adjacent nitrogen atoms, and its derivatives has been relatively little understood. This Synopsis describes recent progress made in the synthesis of pyridazine derivatives-particularly, pyridazin-3(2H)-ones-and their utility as efficient and recyclable functional group carriers for various important organic reactions.

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Section: Tautomerism and The Resonance Of Pyridazin-3(2h)-onesmentioning

confidence: 99%

Section: Pyridazin-3(2h)-ones As Recyclable Functional Group Carriersmentioning

confidence: 99%