Selective synthesis of secondary and tertiary amines by cp*iridium-catalyzed multialkylation of ammonium salts with alcohols.
The efficient selective synthesis of secondary and tertiary amines has been achieved by means of Cp*Ir-catalyzed multialkylation of ammonium salts with alcohols without solvent: the reactions of ammonium acetate with alcohols gave tertiary amines exclusively, while those of ammonium tetrafluoroborate afforded secondary amines selectively. Using this method, secondary 5- and 6-membered cyclic amines were synthesized from ammonium tetrafluoroborate and diols in one pot.
Yamaguchi
Ryohei
R
Graduate School of Human and Environmental Studies, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Kawagoe
Shoko
S
Asai
Chiho
C
Fujita
Ken-Ichi
K
D000438:Alcohols / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012492:Salts
D000438:Alcohols; D000588:Amines; D000644:Quaternary Ammonium Compounds; D012492:Salts; D007495:Iridium