2009
DOI: 10.1002/ejoc.200900505
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A Novel Synthesis of Ferrocenylpyridazines

Abstract: The reaction of 3-[acyl(ethoxycarbonyl)]methylidene-, 3-diethoxycarbonylmethylidene-, and 3-diacylmethylidene-1,2-diferrocenylcyclopropenes with hydrazine at 80-85°C afforded 3,4,5,6-tetrasubstituted 5-acyl(-ethoxycarbonyl)pyridazines (3a-f) in 65-70 % yield. The structures of the obtained ferrocenylpyridazines were determined by IR and 1 H and 13 C

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Cited by 6 publications
(3 citation statements)
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“…Investigations into the chemistry of 2,3-diferrocenylcyclopropenones (Klimova et al, 2003) has allowed the construction of heterocycles with two ferrocene units (Klimova et al, 2009). 2,3-Diruthenocenylcyclopropenone extended conjugated metal-containing systems are of interest because they can be used as model compounds for molecular wires (Klimova et al, 2007;Li et al, 2010;Ward, 1995).…”
Section: Structure Descriptionmentioning
confidence: 99%
“…Investigations into the chemistry of 2,3-diferrocenylcyclopropenones (Klimova et al, 2003) has allowed the construction of heterocycles with two ferrocene units (Klimova et al, 2009). 2,3-Diruthenocenylcyclopropenone extended conjugated metal-containing systems are of interest because they can be used as model compounds for molecular wires (Klimova et al, 2007;Li et al, 2010;Ward, 1995).…”
Section: Structure Descriptionmentioning
confidence: 99%
“…Diaryl-and diferrocenylcyclopropenilium cations with dialkylamino and methylsulfanyl groups in the small cycle are successfully used in organic synthesis as diferrocenyl-substituted three-carbon building blocks [1]- [7]. Reactions of such cations with carbon and nitrogen nucleophiles, which proceed via the opening of the threemembered cycle and the formation of diferrocenylvinylcarbenes, have been described [1]- [13].…”
Section: Introductionmentioning
confidence: 99%
“…The use of diferrocenylcyclopropenylium salts for the synthesis of heterocycles allows introduction of two ferrocenyl substituents at a time. This served as the basis for the preparation of diferrocenyl‐1,2,3‐triazines , ‐pyridazines , ‐1,2,4‐triazines , and –oxazines . So far, diferrocenylcyclopropenylium salts have not been used for the synthesis of diferrocenylpyrimidines.…”
Section: Introductionmentioning
confidence: 99%