Less reactive dipoles of diazodicarbonyl compounds in reaction with cycloaliphatic thioketones – First evidence for the 1,3-oxathiole–thiocarbonyl ylide interconversion

• Valerij A. Nikolaev,
• Alexey V. Ivanov,
• Ludmila L. Rodina and
• Grzegorz Mlostoń

Beilstein J. Org. Chem. 2013, 9, 2751–2761, doi:10.3762/bjoc.9.309

• for column chromatography. Reaction monitoring and Rf measurements were performed at Silufol UV-254 (Kavalier, ČSSR) plates. Single crystal X-ray data were collected with a Bruker SMART CCD diffractometer (MoKα radiation, λ = 0.71073 Å, graphite monochromator). Diazodicarbonyl compounds 2a–c were

Raman spectroscopy as a tool for monitoring mesoscale continuous-flow organic synthesis: Equipment interface and assessment in four medicinally-relevant reactions

• Trevor A. Hamlin and
• Nicholas E. Leadbeater

Beilstein J. Org. Chem. 2013, 9, 1843–1852, doi:10.3762/bjoc.9.215

• means of a calibration curve, determine product conversion from Raman spectral data as corroborated by data obtained using NMR spectroscopy. Keywords: flow processing; Raman spectroscopy; reaction monitoring; α,β-unsaturated carbonyl; Introduction Continuous-flow processing is used in the chemical

• reaction [38] sparked our interest in interfacing our Raman spectrometer with one of our continuous-flow units and employing it for inline reaction monitoring of a number of key medicinally-relevant organic transformations. Our results are presented here. Results and Discussion Interfacing the spectrometer

Camera-enabled techniques for organic synthesis

• Steven V. Ley,
• Richard J. Ingham,
• Matthew O’Brien and
• Duncan L. Browne

Beilstein J. Org. Chem. 2013, 9, 1051–1072, doi:10.3762/bjoc.9.118

• laboratory and reaction monitoring, and more importantly, how these new technologies can be harnessed to inform and control further experimentation. In particular, we will describe iterative advancements towards the routine use of robotic and automation methods for safer and more sustainable machine-assisted

• cameras (Linksys WVC54GC) in operation in the Innovative Technology Centre laboratory. (b) Images can be displayed on a television in a connected office, or (b) accessed remotely through mobile devices. Remote transmission of video imagery and reaction monitoring data. A camera can assist the chemist in a

Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis

• Magnus Rueping,
• Teerawut Bootwicha and
• Erli Sugiono

Beilstein J. Org. Chem. 2012, 8, 300–307, doi:10.3762/bjoc.8.32

• microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and convenient optimization of reaction parameters. The reductions proceeded well, and the desired products were isolated in high yields and with excellent enantioselectivities. Keywords

• Hantzsch dihydropyridine 2a as hydrogen source and a catalytic amount of chiral Brønsted acid 1a (Scheme 2) [102]. Initial experiments were carried out at 0.1 mL min−1 flow rate in a commercial glass microreactor, which was attached to the ReactIR flow cell for in situ reaction monitoring. In order to

Unusual behavior in the reactivity of 5-substituted-1H-tetrazoles in a resistively heated microreactor

• Bernhard Gutmann,
• Toma N. Glasnov,
• Tahseen Razzaq,
• Walter Goessler,
• Dominique M. Roberge and
• C. Oliver Kappe

Beilstein J. Org. Chem. 2011, 7, 503–517, doi:10.3762/bjoc.7.59

• and the procedure repeated until enough data points were collected. For reaction monitoring and kinetic analysis, 100 µL samples were taken from the collected mixtures, diluted with 0.9 mL MeCN and analyzed by HPLC-UV at 215 nm. A detailed description of the isolation and characterization of

• microwave reactor (Monowave 300) at the indicated temperature (Figure 3 and Figures S1–S4, Supporting Information File 1). For reaction monitoring the vial was cooled to 60 °C. After a defined time, 40 μL samples were taken with a transfer pipette, the sample diluted with 1.0 mL of MeCN and analyzed by HPLC

Synthesis of highly substituted allenylsilanes by alkylidenation of silylketenes

• Stephen P. Marsden and
• Pascal C. Ducept

Beilstein J. Org. Chem. 2005, 1, No. 5, doi:10.1186/1860-5397-1-5

• observed. With alkyl-substituted ketenes this could be avoided by careful reaction monitoring, but was unavoidable in the (somewhat sluggish) reaction of ylie 4 with aromatic substituted ketenes 1e/f, while in the case of furyl and thiophenyl-substituted ketenes 1h and 1i, these were the sole or