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2005
Pyridine derivatives
R 0380
Selective Lithiation of 4-(1H-1-Pyrrolyl)pyridine. Access to New Electron-ReleasLigands. — Selective α-lithiation of pyridine (I) is successfully performed under
12- 146 ing
optimized conditions by use of the previously reported BuLi/Me2N(CH2)2OLi reagent.
Subsequent quenching of the lithiated intermediate by electrophiles affords the corresponding monosubstituted pyridines (III) and (V). The application of other lithiation
reagents only results in nucleophilic addition on the pyridine ring or sluggish reactions
which are not selective. Stille coupling reactions of chloro derivatives (V) or (VI) afford
new bipyridine and terpyridine ligands (IX), (X), and (XI). — (MARTINEAU, D.;
GROS*, P.; FORT, Y.; J. Org. Chem. 69 (2004) 23, 7914-7918; Synth. Organomet.
React., CNRS, Univ. Henri Poincare, F-54506 Vandoeuvre-les-Nancy, Fr.; Eng.) —
Klein
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