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The Synthesis of Two Regioisomeric Aldehydes with Tetrahydrobenzo[b]thiophene Scaffold and Their Application in Solvent-Free Intramolecular 1,3-Dipolar Cycloaddition Reactions
Authors | |
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Year of publication | 2016 |
Type | Article in Periodical |
Magazine / Source | Synthesis |
MU Faculty or unit | |
Citation | |
Doi | http://dx.doi.org/10.1055/s-0035-1561428 |
Field | Organic chemistry |
Keywords | dipolar cycloadditions; benzothiophenes; polycycles; heterocycles; azomethine ylides; |
Description | The paper describes synthesis of two regioisomeric 2-amino-3-formyl and 3-amino-2-formyl substituted derivatives of tetrahydrobenzo[b] thiophene and their preparation for subsequent thermally-initiated reactions with secondary amines for generation of azomethine ylides; these azomethine ylides entered into intramolecular 1,3-dipolar cycloadditions. In this way, two series of new fused heterocyclic compounds were prepared, having three stereogenic centres. The compounds were identified and their structures determined. |