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Symmetrical spiro-phosphoroheterocycles from the selenation of carbohydrazides

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Abstract

2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins' reagent) reacts with benzoic hydrazides in refluxing toluene to give new symmetrical spiro heterocycles in 48-76% isolated yields. However, under identical conditions, treating Woollins' reagent with thiophene-2-carbohydrazide leads to an additional product, 1,3,4-selenadiazole (27% yield) together with the spiro phosphorus heterocycle in 44% yield. Three representative X-ray structures are reported. (C) 2011 Elsevier Ltd. All rights reserved.

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Original languageEnglish
Pages (from-to)3311-3314
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number26
DOIs
Publication statusPublished - 29 Jun 2011

    Research areas

  • Phosphorus, Selenium, Heterocycle, Woollins' reagent, X-ray structure, Spiro compounds, MOLECULAR STRUCTURE, CRYSTAL-STRUCTURES, HETEROCYCLES, REACTIVITY

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