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Volumn , Issue 8, 2003, Pages 1552-1558

Palladium-catalyzed synthesis of nonsymmetrically functionalized bipyridines, poly(bipyridines) and terpyridines

Author keywords

Bipyridines; Oligopyridines; Palladium catalysts; Stille coupling; Terpyridines

Indexed keywords

ALCOHOL; ALDEHYDE DERIVATIVE; BIPYRIDINE DERIVATIVE; ESTER DERIVATIVE; FUNCTIONAL GROUP; HALIDE; PALLADIUM; POLY(BIPYRIDINE) DERIVATIVE; POLYMER; PYRIDINE DERIVATIVE; TERPYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0038708571     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390214     Document Type: Article
Times cited : (32)

References (50)
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    • note
    • 0-catalyzed coupling of 6-methyl-2-(trimethylstannyl)pyridine with 3 in DME afforded 6-(hydroxymethyl)-6′-methyl-2,2′-bipyridine in 65% isolated yield.
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    • For a recent, efficient synthesis of terpyrdines see ref.[13c] where a variety of terpyridines, bipyridines and phenanthrolines have been synthesized by Negishi coupling. However, the methodology is limited to the preparation of aryl/alkyl derivatives compatible with the preparation and use of organozinc halides. For the preparation of methoxyaryl-substituted oligopyridines by employing Stille coupling reactions see also: M. Benaglia, F. Ponzini, C. R. Woods, J. S. Siegel, Org. Lett. 2001, 3, 967-969.
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    • note
    • 18 was prepared in 51% overall yield by Suzuki coupling of 2,6-dibromopyridine and commercially available (4-carboxyphenyl)boronic acid followed by esterification in methanol in the presence of catalytic amounts of para-toluenesulfonic acid.


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