John J Sirois1, Brenton DeBoef1. 1. Department of Chemistry, University of Rhode Island, Kingston, Rhode Island 02881.
Abstract
The formation of carbon-nitrogen (C-N) bonds via an umpolung substitution reaction has been achieved at -78 °C without the need for catalysts, ligands, or additives. The scope is limited to aryl Grignard reagents with N-chloroamines. The findings in this manuscript serve as a reference point for all C-N bond formation involving N-chloroamines and organometallic reagents. Knowing the yields of uncatalyzed reactions will be useful when determining the success of future catalytic methods.
The formation of carbon-nitrogen (C-n class="Chemical">N) bonds via an umpolung substitution reaction has been achieved at -78 °C without the need for catalysts, ligands, or additives. The scope is limited to aryl Grignard reagents with N-chloroamines. The findings in this manuscript serve as a reference point for all C-N bond formation involving N-chloroamines and organometallic reagents. Knowing the yields of uncatalyzed reactions will be useful when determining the success of future catalytic methods.
Authors: Lucrezia Angelini; Jacob Davies; Marco Simonetti; Laia Malet Sanz; Nadeem S Sheikh; Daniele Leonori Journal: Angew Chem Int Ed Engl Date: 2019-03-12 Impact factor: 15.336