Rapid access to spirocylic oxindoles: application of asymmetric N-heterocyclic carbene-catalyzed [3 + 3] cycloaddition of imines to oxindole-derived enals.
A chiral N-heterocyclic carbene (NHC)-catalyzed [3 + 3] cycloaddition reaction of imines and oxindole-derived enals was developed for rapid access to spirocylic oxindoles. In most cases, the desired spirocylic oxindole products were obtained in high yields and excellent enantioselectivities with less than 1 h of reaction time.
Danbo
D
Xie
Limin
L
Yang
Youqiang
Y
Lin
Zhiming
Z
Zhang
Dongdong
D
Chen
Xiaofei
X
Zeng
Guofu
G
Zhong
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D006571:Heterocyclic Compounds; D007097:Imines; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C030011:carbene; D008697:Methane