Cu(OAc)2/TFA-promoted formal [3 + 3] cycloaddition/oxidation of enamines and enones for synthesis of multisubstituted aromatic amines.
New strategies for the oxidative cycloaddition of enones with enamines are developed. These cycloaddition reactions directly afford substituted aromatic amines, which are important in organic chemistry, in moderate to good yield. Cu(OAc)(2)/TFA is shown to be essential to achieve high reaction efficiency.
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi'an 710069, P. R. China.
Liang
L
Li
Mi-Na
MN
Zhao
Zhi-Hui
ZH
Ren
Jian-Li
JL
Li
Zheng-Hui
ZH
Guan
D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D014269:Trifluoroacetic Acid / Q000737:chemistry*
D000588:Amines; D007659:Ketones; D009942:Organometallic Compounds; C015092:cupric acetate; D014269:Trifluoroacetic Acid