Journal ArticleDOI
Reactions of pyridyl and quinolyl sulfoxides with grignard reagent: A convenient preparation of pyridyl and quinolyl grignard reagents
TLDR
In this paper, 3-, 4-Pyridyl and 4-quinolyl Grignard reagents were generated by the reaction of the corresponding phenyl sulfoxides with PhMgBr and give the adducts upon treatment with various aldehydes and ketones.About:
This article is published in Tetrahedron Letters.The article was published on 1986-01-01. It has received 38 citations till now. The article focuses on the topics: Aldehyde & Reagent.read more
Citations
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Palladium-catalyzed carbonylative coupling of pyridine halides with aryl boronic acids
TL;DR: In this paper, the selectivity and the rate of the reaction are highly dependent on the reaction conditions, i.e. nature of the palladium catalyst precursor, solvent, temperature and CO pressure.
Journal ArticleDOI
Preparation of pyridyl grignard reagents and cross coupling reactions with sulfoxides bearing azaheterocycles
TL;DR: Pyridyl Grignard reagents were prepared from the corresponding iodopyridine and EtMgBr using cross coupling reactions on the sulfinyl sulfur atom to afford biazaheteroaryls as discussed by the authors.
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Tributylmagnesium ate complex-mediated bromine–magnesium exchange of bromoquinolines: a convenient access to functionalized quinolines
TL;DR: In this paper, 2-, 3-and 4-bromoquinolines were converted to the corresponding lithium tri(quinolyl)magnesates at −10°C by treatment with Bu3MgLi in THF or toluene.
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Synthesis and reactivity of lithium tri(quinolinyl)magnesates
TL;DR: In this article, 2-, 3-and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolinyl)magnesates at −10°C when exposed to Bu3MgLi in THF.
References
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Absolute Configuration and Optical Rotatory Power of Sulfoxides and Sulfinate Esters1,2
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Optically Active Sulfoxides. The Synthesis and Rotatory Dispersion of Some Diaryl Sulfoxides2
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Ligand coupling through σ-sulfurane — complete retention of configuration of 1-phenylethyl group in the reaction of 1-phenylethyl 2-pyridyl sulfoxide with grignard reagent1
TL;DR: The reaction of benzyl or 1-phenylethyl 2-pyridyl sulfoxide with Grignard reagent proceeds via a σ-sulfurane as an intermediate to give the coupling product, 2-benzylpyridine or 2-(1-phenylthyl) pyridine in quantitative yield as mentioned in this paper.
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A convenient preparation of bipyridines through ligand coupling reaction with a-sulfurane formed by treatment of methyl 2-pyridyl sulfoxide with grignard reagents
TL;DR: In this article, 6.6-substituted 2-methylsulfinyl pyridines react with Grignard reagents to afford 6,6′-disubstitized 2,2′-bipyridine (substituents: MeS, Cl, Br, H) in fair yields