A Synthesis of Thiophene-2-glyoxal

Kipnis, Frank; Ornfelt, John

doi:10.1021/ja01216a514

Cited by 19 publications

(8 citation statements)

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“…All the chemicals used were of AR grade and used without further purification. 2-acetyl thiophene 6 and 2-thienyl glyoxal 7 were prepared by slightly modified techniques of the literature methods.…”

Section: Methodsmentioning

confidence: 99%

Bioinorganic Relevance of Some Cobalt(II) Complexes with Thiophene‐2‐glyoxal Derived Schiff Bases

Singh

Das

Dhakarey

2008

Journal of Chemistry

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Complexes of Co(II) with two new Schiff bases TEAB [2-hydroxy-4-{[2-oxo-2-(thiophen-2-yl)ethylidene]amino}benzoic acid] and TEPC [N-[2-oxo-2-(thiophen-2-yl)ethylidene]pyridine-3-carboxamide] have been synthesized and characterized with the help of elemental analysis, magnetic, mass,1H-NMR,13C-NMR, IR and electronic spectral data. IR spectra manifest the coordination of the ligand to the metal ion through the carbonyl oxygen, azomethine nitrogen and thienyl sulphur atoms. With the help of electronic spectral data various ligand field parameters were also calculated. All these studies reveal the distorted octahedral Co(II) complexes. Synthesized compounds have also been screened against some micro organismsviz, Escherichia coli, Proteus vulgaris, Aspergillus nigerandAspergillus flavuswith the help of ‘filter paper disc’ technique. It has been observed that the antimicrobial activities of metal complexes are higher than that of the free ligand.

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Section: Methodsmentioning

confidence: 99%

Bioinorganic Relevance of Some Cobalt(II) Complexes with Thiophene‐2‐glyoxal Derived Schiff Bases

Singh

Das

Dhakarey

2008

Journal of Chemistry

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“…Elemental analyses: Microanalytical Laboratory of the University of Heidelberg. The following substances were prepared by literature procedures: 2-acetylselenophene, [15] furan-2-ylglyoxal, [16] thiophen-2-ylglyoxal, [17] benzoylformoin (18), [18] p-tolylglyoxal, [19] tert-butylglyoxal, [20] pivaloylformoin (20), [11] and 1,4-bis(2,2-dimethyl-3-oxobutyl)benzene (26). [9] 2,2-Dimethyl-3-phenylpropionitrile (13): Isobutyronitrile (12, 5.60 g, 81 mmol) was added at 0Ϫ5°C to a solution of LDA, prepared from diisopropylamine (8.70 g, 86 mmol) and n-butyllithium (1.6 , 55 mL, 88 mmol) in dry THF (700 mL).…”

Section: Methodsmentioning

confidence: 99%

“…Reaction mixture: thiophen-2-ylglyoxal [17] (1.56 g, 11.1 mmol), 1,2-phenylenediamine (1.20 g, 11.1 mmol), dioxane (23 mL). Elution with petroleum ether/diethyl ether (3:1).…”

Section: -(Furan-2-yl)quinoxalinementioning

confidence: 99%

A Cyclic Vicinal Bis(tetraketone) and Structural Investigations of Formoins

et al. 2004

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Investigations of simple formoins such as 2,5-bis(1,1-dimethyl-2-phenylethyl)-2,4-dihydroxyfuran-3(2H)-one (17), benzoylformoin (18), p-toluoylformoin (19), pivaloylformoin (20), and the 2,4-dihydroxy-2,5-bis(heterocycl-2-yl)furan-3-ones 21−23 (heterocycle = furan, thiophene, selenophene) by NMR spectroscopy in DMSO showed the dihydroxyfuranone skeleton and not an enediol structure. The formoin 17 was oxidized to the corresponding tetraketone 10. The intermolecular double benzoin condensation of 1,4-bis(2,2-

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“…Monomeric glyoxal, [14] 2-thienylglyoxal [22] and tributylidine compounds. This was demonstrated for some ex-(ethynyl)tin [23] were also prepared according to published proamples as shown in Scheme 4 and Table 3. cedures.…”

Section: Methodsmentioning

confidence: 99%

From 1,2,4-Triazines and Tributyl(ethynyl)tin to Stannylated Bi- and Terpyridines: The Cycloaddition Pathway

Sauer¹,

Heldmann

Pabst

1999

Eur. J. Org. Chem.

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Recently, we reported on cycloadditions between electron‐deficient heterodienes and tributyl(ethynyl)tin, which provide a new pathway to stannylated pyridazines and, in one special case, pyridines. In order to broaden the synthetic scope of these reactions, we have developed hetero [4+2] cycloaddition reactions between a number of tailor‐made 1,2,4‐triazines 5–9 (acting as heterodienes), and tributyl(ethynyl)tin (acting as dienophile). The desired 1,2,4‐triazines are readily available, in moderate to very good yields, by the condensation reactions of appropiate carbamidrazones and glyoxals. These cycloadditions open up a novel route to regiospecifically stannylated 2,2′‐bi‐ and 2,2′,6′,2′′‐terpyridines 1–4, 11 in good yields. The stannanes 1–4, 11 are versatile synthetic intermediates, and with this strategy various substituents can be incorporated directly by substitution of the stannyl group, as was shown for halogens and carbon electrophiles under Stille conditions.

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A Synthesis of Thiophene-2-glyoxal

Cited by 19 publications

References 0 publications

Bioinorganic Relevance of Some Cobalt(II) Complexes with Thiophene‐2‐glyoxal Derived Schiff Bases

Bioinorganic Relevance of Some Cobalt(II) Complexes with Thiophene‐2‐glyoxal Derived Schiff Bases

A Cyclic Vicinal Bis(tetraketone) and Structural Investigations of Formoins

From 1,2,4-Triazines and Tributyl(ethynyl)tin to Stannylated Bi- and Terpyridines: The Cycloaddition Pathway

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