Synthetic Routes to 1,4,5,6-Tetrahydropyrimidines: An Overview and Recent Advances

Bhattacharyya, Aditya (2019) Synthetic Routes to 1,4,5,6-Tetrahydropyrimidines: An Overview and Recent Advances. CURRENT ORGANIC CHEMISTRY, 23 (17). pp. 1843-1856. ISSN 1385-2728, 1875-5348

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: RING-OPENING-CYCLIZATION; DONOR-ACCEPTOR CYCLOPROPANES; N-HETEROCYCLIC CARBENE; ACTIVATED AZIRIDINES; STEREOSPECIFIC SYNTHESIS; KINETIC RESOLUTION; TETRAHYDROPYRIMIDINE DERIVATIVES; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; BROMOPYRROLE ALKALOIDS; Tetrahydropyrimidine; aziridine; azetidine; cyclopropane; condensation; domino ring-opening cyclization; ring expansion
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Petra Gürster
Date Deposited: 26 Mar 2020 09:38
Last Modified: 26 Mar 2020 09:38
URI: https://pred.uni-regensburg.de/id/eprint/27771

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