Understanding the tetrazole ring cleavage reaction with hydrazines: Structural determination and mechanistic insight |
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| Authors: | Olga Ya. Shyyka Nazariy T. Pokhodylo Yurii I. Slyvka Evgeny A. Goreshnik Mykola D. Obushak |
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| Affiliation: | 1. Department of Organic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya St. 6, Lviv 79005, Ukraine;2. Department of Inorganic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya St. 6, Lviv 79005, Ukraine;3. Department of Inorganic Chemistry and Technology, Jo?ef Stefan Institute, Jamova 39, SI-1000 Ljubljana, Slovenia |
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| Abstract: | A distinction in the behaviour of several hydrazines as N-nucleophiles in the recently developed one-pot method for pyrimidine core annulation via 1H-tetrazole ring cleavage was examined. The product structures, 2,3-diamino- or hydrazino derivatives of thieno[3,2-d]pyrimidin-4(3H)-ones, thieno[2,3-d]pyrimidin-4(3H)-ones and [1]benzofuro[3,2-d]pyrimidin-4(3H)-one, were elucidated based on NMR and single crystal X-ray analysis. |
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| Keywords: | Hydrazines Regioselectivity |
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