Intramolecular hydroamination of aminoalkynes with silver-phenanthroline catalysts.
Intramolecular hydroamination of several aminoalkynes catalyzed by silver-phenanthroline complexes is reported. This catalyst system complements previous protocols by employing air- and moisture-stable complexes without compromising activity or reaction control. Some of the hydroamination products are subject to a useful aerobic oxidation. Silver-phenanthroline complexes have successfully demonstrated efficacy in the desymmetrization of a prochiral diyne.
Carney
Jeffrey M
JM
Department of Chemistry and Biochemistry and the Walther Cancer Research Center, University of Notre Dame, Notre Dame, Indiana 46556, USA.
Donoghue
Patrick J
PJ
Wuest
William M
WM
Wiest
Olaf
O
Helquist
Paul
P
D000480:Alkynes / Q000737:chemistry*; D000586:Amination; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000138:chemical synthesis*; D010618:Phenanthrolines / Q000737:chemistry; D012834:Silver / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D000588:Amines; D007097:Imines; D010618:Phenanthrolines; D012834:Silver