Synthesis of 4-Arylthieno[2,3-b]pyridines and 4-Aminothieno[2,3-b]pyridines via a Regioselective Bromination of Thieno[2,3-b]pyridine.

Autor: Lucas SC; AstraZeneca , Alderley Park, Macclesfield, SK10 4TG, United Kingdom., Moore JE; AstraZeneca , Alderley Park, Macclesfield, SK10 4TG, United Kingdom., Donald CS; AstraZeneca , Alderley Park, Macclesfield, SK10 4TG, United Kingdom., Hawkins JL; AstraZeneca , Alderley Park, Macclesfield, SK10 4TG, United Kingdom.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2015 Dec 18; Vol. 80 (24), pp. 12594-8. Date of Electronic Publication: 2015 Dec 02.
DOI: 10.1021/acs.joc.5b01735
Abstrakt: The first regioselective, mild bromination of thieno[2,3-b]pyridine is described herein. The reaction proceeds with selectivity toward the 4-position (87% isolated yield). Subsequent cross-coupling reactions proceed in excellent yields and demonstrate the potential of 4-bromothieno[2,3-b]pyridine as a building block for use in drug discovery research.
Databáze: MEDLINE