Zirconium nitrate: a reusable water tolerant Lewis acid catalyst for the synthesis of N-substituted pyrroles in aqueous media

RSC Advances ◽  
2012 ◽  
Vol 2 (15) ◽  
pp. 6174 ◽  
Author(s):  
Alireza Hasaninejad ◽  
Mohsen Shekouhy ◽  
Mohammad Reza Mohammadizadeh ◽  
Abdolkarim Zare
Keyword(s):  
Lewis Acid ◽  
Aqueous Media ◽  
Acid Catalyst ◽  
Zirconium Nitrate ◽  
Lewis Acid Catalyst ◽  
Substituted Pyrroles

An acyl-Claisen approach to the synthesis of lignans and substituted pyrroles

2012 ◽  
Vol 84 (7) ◽  
pp. 1557-1565 ◽  
Author(s):  
David Barker ◽  
Benjamin Dickson ◽  
Nora Dittrich ◽  
Claire E. Rye
Keyword(s):  
Lewis Acid ◽  
Nucleophilic Addition ◽  
Claisen Rearrangement ◽  
Acid Catalyst ◽  
Protecting Groups ◽  
Organometallic Reagent ◽  
Wacker Oxidation ◽  
Lewis Acid Catalyst ◽  
Substituted Pyrroles

The acyl-Claisen rearrangement, also called a zwitterionic aza-Claisen rearrangement, allows for the synthesis of 2,3-syn-substituted morpholine pent-4-eneamides with high levels of diastereoselectivity. A wide variety of alkyl and aryl substituents can be introduced with yields highly dependent on the stoichiometry of the Lewis acid catalyst. The use of these morpholine amides in the synthesis of the tetrasubstituted tetrahydrofuran lignans fragransin A2, talaumidin, and galbelgin is summarized. The conversion of the Claisen-derived amides into aryl tetraline and 1,1-diarylbutanol lignans via alteration of the protecting groups is also described. Nucleophilic addition of an organometallic reagent to the morpholine amide followed by Wacker oxidation of the alkene gives highly substituted 1,4-diketones, which can be easily converted into fully substituted pyrroles.

KAl(SO4)2 · 12H2O as a Recyclable Lewis Acid Catalyst for Synthesis of Spirooxindoles in Aqueous Media

2011 ◽  
Vol 41 (22) ◽  
pp. 3344-3350 ◽  
Author(s):  
Hossein A. Oskooie ◽  
Majid M. Heravi ◽  
Narges Karimi ◽  
Hoda Hamidi
Keyword(s):  
Lewis Acid ◽  
Aqueous Media ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

ChemInform Abstract: KAl(SO4)2·12H2O as a Recyclable Lewis Acid Catalyst for Synthesis of Spirooxindoles in Aqueous Media.

ChemInform ◽  
2012 ◽  
Vol 43 (18) ◽  
pp. no-no
Author(s):  
Hossein A. Oskooie ◽  
Majid M. Heravi ◽  
Narges Karimi ◽  
Hoda Hamidi
Keyword(s):  
Lewis Acid ◽  
Aqueous Media ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

KAl(SO4)2.12H2O as a recyclable Lewis acid catalyst for synthesis of some new oxindoles in aqueous media

2004 ◽  
Vol 2004 (6) ◽  
pp. 424-426 ◽  
Author(s):  
Javad Azizian ◽  
Ali A. Mohammadi ◽  
Ali R. Karimi ◽  
Mohammad R. Mohammadizadeh
Keyword(s):  
Lewis Acid ◽  
Aqueous Media ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst
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