Issue 87, 2015

Construction of spirocycles containing highly substituted pyrroli-dine and 1-indanone motifs with spiro quaternary stereogenic centers via 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone and azomethine ylides promoted by simple imidazolium salts

Abstract

The 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone with azomethine ylides has been developed successfully promoted by simple imidazolium salts to construct a variety of spirocycles containing highly substituted pyrrolidines efficiently, affording the corresponding compounds in excellent yields (up to 99%). The highly efficient catalytic system exhibited broad substrate scopes under mild conditions.

Graphical abstract: Construction of spirocycles containing highly substituted pyrroli-dine and 1-indanone motifs with spiro quaternary stereogenic centers via 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone and azomethine ylides promoted by simple imidazolium salts

Supplementary files

Article information

Article type
Communication
Submitted
16 Jun 2015
Accepted
07 Aug 2015
First published
10 Aug 2015

RSC Adv., 2015,5, 70910-70914

Author version available

Construction of spirocycles containing highly substituted pyrroli-dine and 1-indanone motifs with spiro quaternary stereogenic centers via 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone and azomethine ylides promoted by simple imidazolium salts

W. Hu, Y. Cui, Z. Wu, C. Zhang, P. Dou, S. Niu, J. Fu and Y. Liu, RSC Adv., 2015, 5, 70910 DOI: 10.1039/C5RA11536A

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