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Diels-Alder reactions of 3-(1H-tetrazol-5-yl)-nitrosoalkenes: synthesis of functionalized 5-(substituted)-1H-tetrazoles |
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| Authors: | Susana MM LopesFrancisco Palacios Américo Lemos |
| Institution: | a Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal b Department of Organic Chemistry I, Faculty of Pharmacy, University of the Basque Country, Apartado 450, 01080 Vitoria, Spain c CIQA, FCT, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal |
| Abstract: | A general route to 1,2-oxazines and open chain oximes bearing a 1H-tetrazolyl substituent via Diels-Alder reaction of 3-(tetrazol-5-yl)-nitrosoalkenes is reported. It was also demonstrated that reduction of these adducts followed by deprotection of the tetrazolyl group give 5-(1-aminoalkyl)-1H-tetrazoles, α-amino acid analogues. |
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