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Direct Reductive N ‐Functionalization of Aliphatic Nitro Compounds
Author(s) -
Rauser Marian,
Ascheberg Christoph,
Niggemann Meike
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201705986
Subject(s) - nitro , surface modification , reductive amination , nitroso , chemistry , zinc , electrophilic amination , reductive elimination , electrophile , amination , combinatorial chemistry , nitro compound , nitroso compounds , medicinal chemistry , organic chemistry , catalysis , alkyl
The first general protocol for the direct reductive N ‐functionalization of aliphatic nitro compounds is presented. The nitro group is partially reduced to a nitrenoid, with a mild and readily available combination of B 2 pin 2 and zinc organyls. Thereby, the formation of an unstable nitroso intermediate is avoided, which has so far severely limited reductive transformations of aliphatic nitro compounds. The reaction is concluded by an electrophilic amination of zinc organyls.