Journal
CURRENT ORGANIC CHEMISTRY
Volume 23, Issue 17, Pages 1843-1856Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272823666191007163310
Keywords
Tetrahydropyrimidine; aziridine; azetidine; cyclopropane; condensation; domino ring-opening cyclization; ring expansion
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Funding
- CSIR, New Delhi, India [09/092(0665)/2008-EMR-I, 02(0213)14/EMR-II]
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Partially reduced heterocyclic compounds such as 1.4,5,6-tetrahydropyrimidines are often found to possess interesting pharmacological properties. Yet. the synthetic routes towards such systems arc less developed than their fully aromatic counterparts. In this review article. the biological significance of 1,4,5,6-tetrahydropyrimidines is discussed and the existing literature reports describing various preparative routes to access 1,4,5,6-tetrahydropyrimidine derivatives have been categorically described. The focus has been expanded to present an overview of the chronological development of the traditional synthetic routes as well as the contemporary approaches to 1,4,5,6-tetrahydropyrimidines that generally include: (i) condensation reactions of diamines with various appropriate counterparts such as carbonyl compounds, imino ethers, amidines or nitriles, condensation of anticlines with 1,3-dibromopropane and alpha,beta-unstaurated carbonyl compounds, condensation of amino alcohols; (ii) selective reduction of pyrimidines; (iii) ring expansion chemistry of cyclopropanes, aziridines. and azetidines: and (iv) miscellaneous examples such as various multicomponent reactions.
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