An Expedient Regio- and Diastereoselective Synthesis of Hybrid Frameworks with Embedded Spiro[9,10]dihydroanthracene [9,3′]-pyrrolidine and Spiro[oxindole-3,2′-pyrrolidine] Motifs via an Ionic Liquid-Mediated Multicomponent Reaction

Molecules

Natarajan Arumugam¹  Abdulrahman I. Almansour¹  Raju Suresh Kumar¹  J. Carlos Menéndez²  Mujeeb A. Sultan¹  Usama Karama¹  Hazem A. Ghabbour³  Hoong-Kun Fun³ 

[1] Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia; E-Mails:;Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, Madrid 28040, Spain;Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia; E-Mails:

关键词: multicomponent reactions;    1;    3-dipolar cycloaddition reactions;    spirooxindoles;    spiropyrrolidines;    ionic liquids;   

DOI  :  10.3390/molecules200916142

来源: mdpi

【 摘 要 】

A series of hitherto unreported anthracene-embedded dispirooxindoles has been synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of an azomethine ylide, generated in situ from the reaction of isatin and sarcosine to 10-benzylideneanthracen-9(10H)-one as a dipolarophile in 1-butyl-3-methylimidazolium bromide([bmim]Br), an ionic liquid. This reaction proceeded regio- and diastereoselectively, in good to excellent yields.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.