Umpolung amination: nickel-catalyzed coupling reactions of N,N-dialkyl-N-chloroamines with diorganozinc reagents.
N,N-dialkyl-N-chloroamines are an effective source of electrophilic nitrogen for nickel-catalyzed coupling with diarylzinc reagents. A variety of N-chloroamines as well as organozinc reagents react smoothly under the reaction conditions. A one-pot procedure that circumvents the need to isolate the N-chloroamines is described.
Barker
Timothy J
TJ
Department of Chemistry, University of California, Irvine, California 92697-2025, USA.
Jarvo
Elizabeth R
ER
D000586:Amination; D002384:Catalysis; D002700:Chloramines / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D002700:Chloramines; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D009532:Nickel; D015032:Zinc