Renewable Resources Robert-Jan van Putten,†,‡ Jan C. van der Waal,† Ed de Jong,*,† Carolus B. Rasrendra,‡,⊥ Hero J. Heeres,*,‡ and Johannes G. de Vries* †Avantium Chemicals, Zekeringstraat 29, 1014 BV Amsterdam, the Netherlands ‡Department of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen, the Netherlands Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, the Netherlands DSM Innovative Synthesis BV, P.O. Box 18, 6160 MD Geleen, the Netherlands Department of Chemical Engineering, Institut Teknologi Bandung, Ganesha 10, Bandung 40132, Indonesia

Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources

5-Hydroxymethylfurfural (HMF) as a building block platform: Biological properties, synthesis and synthetic applications

Two-dimensionally extended, polycyclic heteroaromatic molecules (heterocyclic nanographenes) are a highly versatile class of organic materials, applicable as functional chromophores and organic semiconductors. In this Review, we discuss the rich chemistry of large heteroaromatics, focusing on their synthesis, electronic properties, and applications in materials science. This Review summarizes the historical development and current state of the art in this rapidly expanding field of research, which has become one of the key exploration areas of modern heterocyclic chemistry.

Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications

6.1. Oxadiazoles 4154 6.2. Diazaphospholes 4154 7. Six-Membered Heterocycles with One Heteroatom 4155 7.1. Pyridines 4155 7.2. Pyridinones 4155 7.3. Quinolines 4156 7.4. Quinolinones 4157 7.5. Isoquinolines 4157 7.6. Acridines 4158 7.7. Pyranones 4158 7.8. Flavones 4159 8. Six-Membered Heterocycles with Two Heteroatoms 4159 8.1. Pyridazinones 4159 8.2. Pyrimidines 4159 8.3. Pyrimidinones 4160 8.4. Quinazolines 4162 8.5. Quinazolinones 4162 8.6. Quinoxalines 4164 8.7. Quinoxalinediones 4165 8.8. Oxazines 4165 8.9. Oxazinones 4166 8.10. Thiazines 4166 9. Six-Membered Heterocycles with Three Heteroatoms 4166

Solvent-free heterocyclic synthesis.

Properties and Synthetic Utility of N-Substituted Benzotriazoles.

A novel arginine methyltransferase inhibitor with cellular activity.

2-Thioxo-4-oxo- und 2,4-Dioxo-tetrahydro-1,3-thiazine 1 und 4 werden in vitro auf ihre fungistatische Wirksamkeit gegen die humanpathogenen Pilze Candida albicans, Microsporon gypseum und Trichophyton mentagrophytes getestet. Die Hydrolyse- bzw. Alkoholyseprodukte 5 bzw. 6 werden vergleichend mit untersucht, ebenso die benzokondensierten Verbindungen 3a und 3b sowie einige Derivate der Dithiocarbazidsaure 7a–e und 8.



The Fungitoxicity of Oxo- and Thioxo-tetrahydro-1,3-thiazines



2-Thioxo-4-oxo- and 2,4-dioxo-tetrahydro-1,3-thiazines 1 and 4 are tested for their in vitro activity against the human pathogenic fungi Candida albicans, Microsporon gypseum and Trichophyton mentagrophytes. The hydrolysis and alcoholysis products 5 and 6 are investigated for comparison, and also the benzo condensed compounds 3a and 3b and some derivatives of dithiocarbazic acid 7a–e and 8.

Untersuchungen an 1,3-Thiazinen, V. Über die fungistatische Wirkung von Oxo- und Thioxo-tetrahydro-1,3-thiazinen†

Die wesentlichen Vorteile der Synthese von 2-Thioxo-4-oxo-tetrahydro-1,3-thiazinen uber Dithio carbamate und β-Propiolactone gegenuber anderen Verfahren werden an Beispielen bekannter Verbindungen demonstriert. Das Verfahren wird auf die Darstellung neuer Verbindungen ausgeweitet.



Possibilities for the Synthesis of 2-Thioxo-4-oxo-tetrahydro-1,3-thiazines by Use of β-Propiolactones



The considerable advantage in the synthesis of 2-thioxo-4-oxo-tetrahydro-1,3-thiazines by use of dithiocarbamates and β-propiolactones compared with other methods is demonstrated with examples of known substances. The method is extended to the preparation of new compounds.

Synthesemöglichkeiten für 2‐Thioxo‐4‐oxo‐tetrahydro‐1,3‐thiazine durch Verwendung von β‐Propiolactonen

Bei der Umsetzung der Dithiocarbamate 1 mit 1,3-Dibrompropan in Gegenwart einer Base wurden die Verbindungen 3 und 4 erhalten und durch spektroskopische und chemische Methoden charakterisiert. Einige Verbindungen sind wirksam gegen Candida albicans.

Wolfgang Hanefeld

Papers

A novel arginine methyltransferase inhibitor with cellular activity.

Untersuchungen an 1,3-Thiazinen, V. Über die fungistatische Wirkung von Oxo- und Thioxo-tetrahydro-1,3-thiazinen†

Synthesemöglichkeiten für 2‐Thioxo‐4‐oxo‐tetrahydro‐1,3‐thiazine durch Verwendung von β‐Propiolactonen

Untersuchungen an 1,3-Thiazinen, VIII. Konkurrierende Bildung von Tetrahydro-1,3-thiazin-2-thionen und 2-Imino-1,3-dithianen

3-(2,5-Dioxopyrrolidin-1-yl), 3-(2,6-dioxopiperidin-1-yl), and 3-(1,3-dioxoisoindolin-2-yl)rhodanines. a novel type of rhodanine derivatives