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Intramolecular Aminoboration of Unfunctionalized Olefins
Author(s) -
Yang ChunHua,
Zhang YuShi,
Fan WenWen,
Liu GongQing,
Li YueMing
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201505489
Subject(s) - intramolecular force , pinacol , anhydrous , chemistry , catalysis , sulfonamide , boron , organic chemistry , hydrolysis , polymer chemistry
A direct and catalyst‐free method for the intramolecular aminoboration of unfunctionalized olefins is reported. In the presence of BCl 3 (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.