Synthesis and oxidation of some azole-containing thioethers

• Andrei S. Potapov,
• Nina P. Chernova,
• Vladimir D. Ogorodnikov,
• Tatiana V. Petrenko and
• Andrei I. Khlebnikov

Beilstein J. Org. Chem. 2011, 7, 1526–1532, doi:10.3762/bjoc.7.179

• oxidation reactions. Oxidation of thioethers to sulfoxides and sulfones can be achieved by using different oxidants and catalysts [15], hydrogen peroxide being the most versatile and green among them [16]. Despite the simplicity of their preparation and potentially useful properties, azole-containing

• of compounds 8 and 5 (Figure 1), especially as the HOMO energy of sulfoxide 8 is even slightly higher, leading to its higher reactivity in oxidation reactions. Conclusion In summary, we have prepared new pyrazole- and benzotriazole-derived sulfones and sulfoxides that are interesting in view of their

• coordination chemistry and their potential biological activity. The lower reactivity and selectivity of benzotriazole-containing thioether in oxidation reactions is explained by the presence of electron-withdrawing heterocycles in proximity to the sulfur atom, but nevertheless, the corresponding sulfoxide or

Chimeric self-sufficient P450cam-RhFRed biocatalysts with broad substrate scope

• Aélig Robin,
• Valentin Köhler,
• Alison Jones,
• Afruja Ali,
• Paul P. Kelly,
• Elaine O'Reilly,
• Nicholas J. Turner and
• Sabine L. Flitsch

Beilstein J. Org. Chem. 2011, 7, 1494–1498, doi:10.3762/bjoc.7.173

• ; P450 monooxygenase; substrate engineering; Introduction P450 monooxygenases are a ubiquitous family of enzymes found in a wide variety of organisms in all domains of life. These enzymes catalyse oxidation reactions such as hydroxylation, epoxidation, N- and O-dealkylation and heteroatom oxidation

• of the hydroxylation of compounds 11, 13 and 15 has not yet been determined and is currently under investigation. Conclusion In summary, we have described a fast screening method that allows us to find new biocatalysts for oxidation reactions, either by screening P450 variants or by screening

• attractive for the further discovery and development of new oxidation activity. Oxidation reactions with P450cam-RhFRed mutants. Whole cell biotransformation of diphenylmethane to 4-hydroxydiphenylmethane with P450cam(Y96A)-RhFRed. Conversion (% relative peak-area by GC–MS of extracted reaction mixtures

Oxidative cyclization of alkenols with Oxone using a miniflow reactor

• Yoichi M. A. Yamada,
• Kaoru Torii and
• Yasuhiro Uozumi

Beilstein J. Org. Chem. 2009, 5, No. 18, doi:10.3762/bjoc.5.18

• conclusion, we have developed a miniflow reaction system for the oxidative cyclization of alkenols with Oxone, affording the corresponding cyclic ethers in high conversion, where potentially explosive Oxone was used and quenched safely. Development of instantaneous flow reaction systems for the oxidation

• reactions with a retention time of several seconds is currently in progress. Miniflow reaction system of oxidative cyclization. The oxidative cyclization of an alkenol 1a with Oxone under batch conditions. Oxidative cyclization of alkenols with Oxone through a miniflow reactor.a Acknowledgements This work

Do α-acyloxy and α-alkoxycarbonyloxy radicals fragment to form acyl and alkoxycarbonyl radicals?

• Dennis P. Curran and
• Tiffany R. Turner

Beilstein J. Org. Chem. 2006, 2, No. 10, doi:10.1186/1860-5397-2-10

• oxidation reactions, especially those run under ostensibly reducing conditions [9]. The oxidation step may be inefficient and is almost surely a chain-breaking event. Thus, when the rate of the unspecified oxidation reaction(s) begins to exceed the rate of reduction of radicals 13a by tin hydride, the whole

Towards practical biocatalytic Baeyer- Villiger reactions: applying a thermostable enzyme in the gram- scale synthesis of optically- active lactones in a two-liquid- phase system

• Frank Schulz,
• François Leca,
• Frank Hollmann and
• Manfred T. Reetz

Beilstein J. Org. Chem. 2005, 1, No. 10, doi:10.1186/1860-5397-1-10

• Frank Schulz Francois Leca Frank Hollmann Manfred T. Reetz Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim/Ruhr, Germany 10.1186/1860-5397-1-10 Abstract Baeyer-Villiger monooxygenases (BVMOs) are extremely promising catalysts useful for enantioselective oxidation

• reactions of ketones, but organic chemists have not used them widely due to several reasons. These include instability of the enzymes in the case of in vitro and even in vivo systems, reactant/product inhibition, problems with upscaling and the necessity of using specialized equipment. The present study