Abstract
We have developed a practical procedure for the synthesis of polyfunctional azolo[1,5- a]pyrimidines via the reactive species generated in situ from N-substituted lactams and Viehes salt. The described protocol allowed for the introduction of three elements of diversity into the targeted molecules, including substituents originating from the i) nucleophile input, ii) lactam ring and iii) nucleophilic aromatic displacement (SNAr) of the NMe2 group with amines. A short reaction sequence, good yields of title compounds (55-81%), as well as their ready isolation, and purification are the distinct advantages of the reported protocol.
Keywords: Pyrimidines, iminium salts, amidines, condensations
Letters in Organic Chemistry
Title: Viehes Salt in a Novel One Pot Synthesis of Azolo[1,2-a]Pyrimidines
Volume: 3 Issue: 7
Author(s): Alexander S. Kiselyov and Leon Smith II
Affiliation:
Keywords: Pyrimidines, iminium salts, amidines, condensations
Abstract: We have developed a practical procedure for the synthesis of polyfunctional azolo[1,5- a]pyrimidines via the reactive species generated in situ from N-substituted lactams and Viehes salt. The described protocol allowed for the introduction of three elements of diversity into the targeted molecules, including substituents originating from the i) nucleophile input, ii) lactam ring and iii) nucleophilic aromatic displacement (SNAr) of the NMe2 group with amines. A short reaction sequence, good yields of title compounds (55-81%), as well as their ready isolation, and purification are the distinct advantages of the reported protocol.
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Cite this article as:
Kiselyov S. Alexander and Smith II Leon, Viehes Salt in a Novel One Pot Synthesis of Azolo[1,2-a]Pyrimidines, Letters in Organic Chemistry 2006; 3 (7) . https://dx.doi.org/10.2174/157017806778341933
DOI https://dx.doi.org/10.2174/157017806778341933 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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