Details

Autor(en) / Beteiligte

• Cherepakha, Artem Yu
• Stepannikova, Kateryna O.
• Vashchenko, Bohdan V.
• Gorichko, Marian V.
• Tolmachev, Andrey A.
• Grygorenko, Oleksandr O.

Titel

Hetaryl Bromides Bearing the SO2F Group – Versatile Substrates for Palladium‐Catalyzed C–C Coupling Reactions

Ist Teil von

• European journal of organic chemistry, 2018-12, Vol.2018 (47), p.6682-6692

Ort / Verlag

Weinheim: Wiley Subscription Services, Inc

Erscheinungsjahr

2018

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Synthesis of novel five‐ and six‐membered heteroaromatic sulfonyl fluorides bearing bromine atom at various positions of the heterocyclic ring is described. The synthetic utility of these compounds is demonstrated by the Suzuki, Stille, and Negishi cross‐coupling reactions, which proceeded chemoselectively at the aryl bromide moiety with 69–98 % yields. The tolerance of the SO2F group towards the coupling reaction conditions was confirmed in most of the experiments. The proposed method was efficient for either sp2–sp2 or sp2–sp3 C–C couplings. The developed procedure provides rapid access to various substituted heterocyclic sulfonyl fluorides. Five‐ and six‐membered heteroaromatic sulfonyl fluorides bearing the Br atom at various positions of the heterocyclic ring were prepared. Chemoselective Suzuki, Stille, and Negishi sp2–sp2 or sp2–sp3 C–C cross‐coupling reactions proceed at the aryl bromide moiety with 69–98 % yields with expected tolerance of the SO2F group towards the coupling reaction conditions.