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2005
Fused pyridine derivatives
R 0450
Novel 3-Aminothieno[2,3-b]pyridine Synthesis via a Silicon-Directed Anionic
— An α-silyl-stabilized carbanion is employed in an intramolecular reac08- 157 Cyclization.
tion to construct a thiophene ring. A trimethylsilyl group is well-suited to direct and
concomitantly stabilize the anion generated from deprotonation on the methylene
adjacent to the sulfur atom. Thienopyridine (IV) is not an indefinitely stable compound
and is, finally, protected by acylation with benzoyl chloride. Analogues (VI) of (IV) are
synthesized to investigate the scope of the title cyclization. — (PARNES*, J. S.;
DELGADO, M.; Heterocycles 63 (2004) 10, 2199-2202; Dep. Med. Chem., Signal
Pharm., Inc., San Diego, CA 92121, USA; Eng.) — H. Hoennerscheid
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