| The nitrogenous heterocyclic compounds are widespread in nature, and exsit in many important biomolecules such as nucleic acids, vitamins, antibiotics, hormones, pigments and alkaloids and so on. Most of the nitrogenous heterocyclic compounds showed significant pharmacological activity, for example anti-bacterial, anti-cancer and antiviral, and the synthesis and the biological activity of such compounds have attracted great attention in recent years. The microwave assisted organic synthesis has got remarkable achievements in the synthesis of heterocyclic compounds because of its advantadges of shortening reaction time, high efficiency, easy operation and environmental friendly. In the thesis, we described the microwave assisted syntheses of the 3,4-dihydropyrimidin-2(1H)-one derivatives and thiazolidone containing a sugar moiety by one-pot multi-component reactions.1. The microwave assisted Biginelli reaction was carried out with aliphatic or heterocyclic aldehydes, ethyl acetoactate and urea in the present of trifluoroacetic acid at 140℃and afforded a series of 3,4-dihydropyrimidin-2(1H)-one derivatives in high yields.2. Methyl 2,3,4-tri-O-acetyl-6-deoxy-6-azide-a-D-glucoside was prepared from D-glucose, and from which a series of novel thiazolidones containing a-D-glucoside moiety were conveniently synthesized by a Staudinger reaction, and then condensation with an aromatic aldehyde and mercapto-acetic acid under microwave irradiation in good yields.3. The Staudinger reaction of methyl 2,3,4-tri-O-benzyl-6-aldehyde-a-D-glucoside and the aza-ylid generated from the Aza-Wittig reaction of methyl 2,3,4-tri-O-benzyl-6-deoxy-6-azide-a-D-glucoside was investigated under microwave irradiation, and afforded a new aza-linked disaccharides.4. The anti-bacterial (Pseudomonas springae pv. Lachrymans and Botrytis cinerea per.) activity and the glycosidase inhibitory activity of some synthesized compounds were also preliminarily evaluated. |
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