Study on the reactions of 4-amino-5-nitro-6-phenylethynylpyrimidines with amines and thiols |
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| Authors: | Inga Cikotiene Erika Pudziuvelyte Algirdas Brukstus Sigitas Tumkevicius |
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| Institution: | Department of Organic Chemistry, Faculty of Chemistry, Vilnius University, Naugarduko 24, LT-03225, Vilnius, Lithuania |
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| Abstract: | Reactions of 4-amino-5-nitro-6-phenylethynylpyrimidines with amines and thiols have been investigated. Pyridine catalyzes rearrangement of the title compounds into 6-phenyl-7-oxo-7H-pyrrolo3,2-d]pyrimidine-5-oxides. Primary and secondary amines and thiols take part in a regio- and stereoselective addition reaction to the triple bond of 5-nitro-6-phenylethynylpyrimidines to form the corresponding syn-addition (in the case of secondary amines) or anti-addition (in the case of primary amines or thiols) products. |
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| Keywords: | 5-Nitro-6-phenylethynylpyrimidines Addition Nucleophiles Triple bond |
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