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<p>One-pot synthesis of spiro-3,4-dihydro-2<em>H</em>-pyrroles through tandem nucleophilic cyclisation reaction</p><p> </p>

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Title Statement <p>One-pot synthesis of spiro-3,4-dihydro-2<em>H</em>-pyrroles through tandem nucleophilic cyclisation reaction</p><p> </p>
 
Added Entry - Uncontrolled Name Chandan, Nandkishor ; Department of Chemistry, Siddharth College of Arts, Science and Commerce, University of Mumbai, Fort, Mumbai 400 001, India
Government of India
 
Uncontrolled Index Term Pyrrole, spiro, oxime, tosyloxime, cyclization, Meldrum’s acid, tandem, nucleophilic, a,b-unsaturated ketone
 
Summary, etc. <p style="text-align: justify;">A very simple and convenient one-pot synthesis of spiro-3,4-dihydro-2<em>H</em>-pyrrole has been developed while synthesising the 2,2,5-trisubstituted pyrrolidines. Initially, the Meldrum’s acid has been treated with a,b-unsaturated ketones in presence of anhydrous carbonate base and phase transfer catalyst benzyltriethylammonium chloride in acetonitrile to afford the Michael adduct which is readily converted to the corresponding oxime using standard conditions. The crude oxime is treated directly with <em>p</em>-toluenesulfonyl chloride and in presence of excess organic base results in tandem nucleophilic cyclisation product spirobicyclic as spiro-3,4-dihydro-2<em>H</em>-pyrrole directly, instead the tosyloxime as product.</p><p> </p> <div><p> </p></div>
 
Publication, Distribution, Etc. Indian Journal of Chemistry -Section B (IJC-B)
2021-11-18 10:12:23
 
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http://op.niscair.res.in/index.php/IJCB/article/view/33195
 
Data Source Entry Indian Journal of Chemistry -Section B (IJC-B); ##issue.vol## 60, ##issue.no## 11 (2021): Indian Journal of Chemistry- Section-B, (IJCB)
 
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Nonspecific Relationship Entry http://op.niscair.res.in/index.php/IJCB/article/download/33195/465511023
http://op.niscair.res.in/index.php/IJCB/article/download/33195/465511024
 
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