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Lithium‐Catalyzed anti‐Markovnikov Intermolecular Hydroamination Reactions of Vinylarenes and Simple Secondary Amines
Author(s) -
Germain Stéphane,
Lecoq Meije,
Schulz Emmanuelle,
Hannedouche Jérôme
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201700043
Subject(s) - hydroamination , markovnikov's rule , chemistry , intermolecular force , catalysis , lithium (medication) , combinatorial chemistry , organic chemistry , regioselectivity , molecule , medicine , endocrinology
Various β‐arylethylamine derivatives were straightforwardly obtained by the lithium‐catalyzed anti‐Markovnikov selective intermolecular hydroamination reaction of secondary aliphatic amines with vinylarenes. The use of only 1.5 mol % LiCH 2 TMS as a solid base in THF proved to be efficient to deliver the target products at room temperature with up to complete conversions. Both reaction partners were, moreover, used in equivalent amounts; thus, this protocol best respects the concepts of sustainable chemistry for the easy preparation of lead structures for pharmaceutically active compounds.