A tandem reaction of 4-bromoalkyl aldehydes with sodium azide: Synthesis of 5,6,7,7a-tetrahydro-pyrrolo[1,2-d]-[1.2.3.4]oxatriazole
โ Scribed by Yuan Ma
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 103 KB
- Volume
- 13
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.10035
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โฆ Synopsis
Abstract
5,6,7,7aโTetrahydroโpyrrolo[1,2โd]โ[1.2.3.4]oxatriazoles were synthesized through a nucleophilic substitutionโcycloaddition tandem reaction of 4โbromoalkyl aldehydes with sodium azide. ยฉ 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:307โ309, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10035
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## Abstract The reaction of the heterocyclic enamine **1** with tosyl azide (**2**) leads to the tosylimino derivative **4** of 1,2,4โtriazolo[1,5โa]pyrimidine. The extrusion of nitrogen from the primary adduct **3** is followed by a 1,2โshift of a methyl group. The structure determination of **4**