Cu-mediated 1,3-dipolar cycloaddition of azomethine ylides with dipolarophiles: a faster access to spirooxindoles of potential pharmacological interest

Singh, Shambhu Nath, Regati, Sridhar, Paul, Abir Kumar, Layek, Mohosin, Jayaprakash, Sarva, Reddy, K. Venkateshwara, Deora, Girdhar Singh, Mukherjee, Soumita and Pal, Manojit (2013) Cu-mediated 1,3-dipolar cycloaddition of azomethine ylides with dipolarophiles: a faster access to spirooxindoles of potential pharmacological interest. Tetrahedron Letters, 54 40: 5448-5452. doi:10.1016/j.tetlet.2013.07.126


Author Singh, Shambhu Nath
Regati, Sridhar
Paul, Abir Kumar
Layek, Mohosin
Jayaprakash, Sarva
Reddy, K. Venkateshwara
Deora, Girdhar Singh
Mukherjee, Soumita
Pal, Manojit
Title Cu-mediated 1,3-dipolar cycloaddition of azomethine ylides with dipolarophiles: a faster access to spirooxindoles of potential pharmacological interest
Journal name Tetrahedron Letters   Check publisher's open access policy
ISSN 0040-4039
1873-3581
Publication date 2013-10-01
Sub-type Article (original research)
DOI 10.1016/j.tetlet.2013.07.126
Volume 54
Issue 40
Start page 5448
End page 5452
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Language eng
Abstract CuI facilitated three-component reaction of isatin derivatives, l-proline and terminal alkynes containing an amide or ester functional group. The multi-component reaction (MCR) afforded a faster and practical synthesis of spirooxindole derivatives. A range of novel spirooxindoles were synthesized by using this straightforward and one-pot efficient methodology. A representative compound showed significant inhibition of PDE4B enzyme in vitro and good interactions with this protein in silico.
Keyword MCR
CuI
Spirooxindole
PDE4B
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
School of Pharmacy Publications
 
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