Details

Autor(en) / Beteiligte

• Yang, Chun-Hua
• Zhang, Yu-Shi
• Fan, Wen-Wen
• Liu, Gong-Qing
• Li, Yue-Ming

Titel

Intramolecular Aminoboration of Unfunctionalized Olefins

Ist Teil von

• Angewandte Chemie (International ed.), 2015-10, Vol.54 (43), p.12636-12639

Auflage

International ed. in English

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2015

Quelle

MEDLINE

Beschreibungen/Notizen

• A direct and catalyst‐free method for the intramolecular aminoboration of unfunctionalized olefins is reported. In the presence of BCl3 (1 equiv) as the sole boron source, intramolecular aminoboration of sulfonamide derivatives of 4‐penten‐1‐amines, 5‐hexen‐1‐amines, and 2‐allylanilines proceeded readily without the use of any catalyst. The boronic acids obtained after hydrolysis could be converted into the corresponding pinacol borates in a straightforward manner by treatment with pinacol under anhydrous conditions. All cats banned! BCl3 (1 equiv) was used as the sole boron source for the direct intramolecular aminoboration of alkenes. The intramolecular aminoboration of sulfonamide derivatives of 4‐penten‐1‐amines, 5‐hexen‐1‐amines, and 2‐allylanilines proceeded readily without a catalyst and was followed by straightforward hydrolysis and treatment with pinacol to give the corresponding boronates (see scheme).