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Reactions of pyridyl and quinolyl sulfoxides with grignard reagent: A convenient preparation of pyridyl and quinolyl grignard reagents

โœ Scribed by Naomichi Furukawa; Tadao Shibutani; Kazunori Matsumura; Hisashi Fujihara; Shigeru Oae

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
241 KB
Volume
27
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

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. The stereochemistry for the reaction

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Preparation of pyridyl grignard reagents
Preparation of pyridyl grignard reagents and cross coupling reactions with sulfoxides bearing azaheterocycles
โœ Naomichi Furukawa; Tadao Shibutani; Hisashi Fujihara ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 240 KB

Pyridyl Grignard reagents were prepared from the corresponding iodopyridine and EtMgBr. New cross coupling reactions of the Grignard reagents with azaheterocycles took place on the sulfinyl sulfur atom to afford biazaheteroaryls.

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โœ Tsutomu Kawai; Naomichi Furukawa; Shigeru Oae ๐Ÿ“‚ Article ๐Ÿ“… 1984 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 244 KB

Substituted 2-methylsulfinyl pyridines react with Grignard reagents to afford 6,6'-disubstituted-2,2 '-bipyridines (substituents: MeS, Cl, Br, H) in fair yields. Recently, we have shown that the reaction of benzyl 2-pyridyl sulfoxide with Grignard reagents or organolithium reagents gives intramolecu