Current Organic Chemistry, Volume 8, No. 16, 2004
Contents
Heterocyclic Chemistry
Guest Editor:
Prof. Jan Bergman
Lithiated a-Chloroalkylheterocycles: Utility in Synthetic Organic Chemistry Pp.1529-1545
4-Thiazolidones:
Centenarian History, Current Status and Perspectives for Modern Organic and
Medicinal Chemistry Pp.1547-1577
R.B. Lesyk and B.S.
Zimenkovsky
Reductive
Cyclisation in the Synthesis of 5-Membered N-Heterocycles Pp.1579-1606
Petros G. Tsoungas and
Andreas I. Diplas
Reductive
Cyclisation in the Synthesis of 6-Membered N-Heterocycles Pp.1607-1628
Petros G. Tsoungas and
Andreas I. Diplas
Abstracts
[Back to top] Lithiated a-Chloroalkylheterocycles:
Utility in Synthetic Organic Chemistry
Saverio Florio, Vito Capriati and Renzo Luisi
The chemistry of lithiated a-chloroalkylheterocycles such as a-chloroalkylbenzothiazoles, -benzotriazoles, -pyridines, -triazines, -thiazoles and -oxazolines has been reviewed. The synthetic application of this kind of chemistry for the stereoselective preparation of heteroaryl cyclopropanes, oxiranes, aziridines, alkenes and functionalised nitroarenes through a Darzens-type reaction, has been especially emphasised.
[Back to top] 4-Thiazolidones: Centenarian History, Current Status and
Perspectives for Modern Organic and Medicinal Chemistry
R.B. Lesyk and B.S.
Zimenkovsky
The potential of 4-thiazolidones (2,4-thiazolidinediones, 2-thioxo(imino)-4-thiazolidones) as drugs is under consideration by the pharmaceutical science since the beginning of the XX century. During recent years a new phase has been seen in this field. Centerarian history of synthetic research possibilities of these heterocycles lead to diversity in modelling biologically active compounds using 4-thiazolidone scaffolds. Modification of the 4-thiazolidone cycle on 2-, 3-, 4- or 5-position is successful to achieve synthetic products with a wide spectrum of pharmacological activity and has received considerable attention in this review. Currently 4-thiazolidones are considered as a new class of antidiabetic (insulin-sensitising) drugs and potent aldose reductase inhibitors, which possess potential for the treatment of diabetes complications (cataract, nephropathy, neuropathy). Novel 4- thiazolidones are undergoing different stages of clinical trials as potential thyromimetic, antimicrobial, antiviral, anti-ischaermic, cardiovascular, anticancer drugs.
[Back to top]
Reductive Cyclisation in the Synthesis of 5-Membered N-Heterocycles
Petros G. Tsoungas and
Andreas I. Diplas
The versatility and potential of reductive cyclisation as a route to 5-membered N-heterocyclic structures of diverse complexity is demonstrated through selected examples.
[Back to top]
Reductive Cyclisation in the Synthesis of 6-Membered N-Heterocycles
Petros G. Tsoungas and
Andreas I. Diplas
The versatility and potential of reductive cyclisation as a route to 6-membered N-heterocyclic structures of diverse complexity is demonstrated through selected examples.