Facile,efficient and eco-friendly synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles |
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| Authors: | Bruna L. Kuhn Margiani P. Fortes Teodoro S. Kaufman Claudio C. Silveira |
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| Affiliation: | 1. Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil;2. Instituto de Química Rosario (IQUIR, CONICET-UNR) and FCByF—Universidad Nacional de Rosario, Suipacha 531, 2000 Rosario, Argentina |
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| Abstract: | A concise, two-step eco-friendly approach towards the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles, is reported. The synthesis comprises the oxone-mediated thiocyanation of the starting heterocycles towards intermediate 3-thiocyanato indoles and 2-thiocyanato pyrroles, and their subsequent treatment with sodium azide in 2-propanol/water under zinc bromide promotion. |
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| Keywords: | 5-Sulfenyl tetrazoles Pyrrole and indole derivatives Thiocyanation Eco-friendly functionalization of heterocycles Zinc bromide promoted reaction |
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