Continuous in situ generation and reaction of phosgene in a microflow system

Article abstract of DOI:10.1039/c1cc15662d

Continuous in situ generation of phosgene and its use in acid chloride formation in a microflow system were demonstrated. The acid chloride was subsequently coupled with an amine in high yield without severe epimerization. The Royal Society of Chemistry 2011.

Full text of DOI:10.1039/c1cc15662d

Research Highlights
Highlights from the Flow Chemistry Literature 2011 (Part 3)
Toma N. Glasnov*
Institute of Chemistry, Karl-Franzens-University Graz, Heinrichstrasse 28, A-8010 Graz, Austria
In this section of the journal, the continuous flow chemistry literature of the preceding months is presented. The first
part for the year 2012 includes articles published in the last 3 months of 2011. Some key examples are highlighted in
the form of graphical abstracts. The remaining publications in the field are then listed grouped by journal name, with
review articles grouped at the end.
13/2011
Continuous in situ Generation and Reaction of Phosgene in a Microflow System
Shichiro Fuse, Nobutake Tanabe, Takashi Takahashi*
Chem. Commun. 2011, 47, 12661–12663 DOI: 10.1039/c1cc15662d
In situ generation of phosgene and its immediate use for acid
chloride formation are described. Triphosgene is used as source
for the generation of phosgene. The formed acid chlorides are
reacted with an excess of a nucleophile (amines) to form amides
and also quench the excess of phosgene. A final reaction quench
is assured by the use of an NH4Cl solution in the receiving vial.
This method also gave somewhat superior ee distributions as
compared to a batch synthesis. The continuous-flow system was
assembled from inexpensive laboratory parts – syringes, pumps,
and stainless steel T-shape mixers.
14/2011
A Two Step Continuous-Flow Synthesis of N-(2-Aminoethyl)acylamides through Ring-Opening/Hydrogenation of Oxazolines
Bernhard Gutmann, Jean-Paul Roduit, Dominique Roberge,* C. Oliver Kappe*
Chem. Eur. J. 2011, 17, 13146–13150 DOI: 10.1002/chem.201102772
Ring opening of 2-oxazolines to generate compounds con-
taining the N-(2-aminoethyl)acylamide scaffold is described.
Neat TMSN3 was used as a nuclepohile in this reaction, fol-
lowed by hydrogen reduction of the formed azide to the final
products. After some initial optimization of the two reactions
separately, a final protocol was developed, where an uninter-
rupted continuous-flow process was achieved. Importantly, the
uninterrupted flow process provides additional safety, since the
excess/unreacted HN3 (toxic, explosive) formed in the ring-
opening step is efficiently destroyed in the following hydroge-
nation step without disturbing the synthetic process.
* Author for correspondence: toma.glasnov@uni-graz.at
DOI: 10.1556/jfchem.2012.0001
© 2012 Akadémiai Kiadó
J. Flow Chem. 2012, 1, 28–36

T. N. Glasnov
15/2011
6
Continuous Photochemical Generation of Catalytically Active [CpRu]+ Complexes from CpRu(h -C6H6)PF6
Alicia C. Gutierrez, Timothy F. Jamison*
Org. Lett. 2011, 13, 6414–6417 DOI: 10.1021/ol2027015
Using CpRu(h6-C6H6)PF6 as a catalyst precursor, inter- and
intramolecular ene–yne coupling reactions under continuous-
flow UV-light conditions are reported. With some exceptions,
most of the demonstrated examples gave similar results under
batch and continuous-flow conditions. The used Ru-complex
could be recovered nearly quantitatively and reused without
any loss of activity. As UV-permeable tubing, either quartz or
HPFA tube was used, both allowing the reaction to reach full
conversion. The effect of residence time and catalyst loading
on the outcome of the reaction was also examined.
16/2011
Heat Pipe-Mediated Control of Fast and Highly Exothermal Reactions
Nadine Ehm, Holger Löwe*
Org. Process Res. Dev. 2011, 15, 1438–1441 DOI: 10.1021/op200216y
The synthesis of [EMIM]EtSO4 as a highly exothermal process
was used to examine a heating/cooling concept based on heat
pipes, normally used to dissipate heat from computer proces-
sors. Once the activation barrier in the latter reaction is reached,
the generated heat excess has to be kept under precise control
in order to avoid hot spots or thermal runaways. Therefore, a
complex thermal balance between providing activation energy
and intense cooling of the reaction mixture is required. Heat
pipes intrinsically allow both fast dynamic bidirectional heating
and cooling. A stainless steel chip setup was mounted on the
modified heat pipe setup. Working in a flow regime in the area
of 100 °C, clean product could be obtained.
17/2011
Synthesis of Exciton Luminescent ZnO Nanocrystals Using Continuous Supercritical Microfluidics
Yann Roig, Samuel Marre, Thierry Cardinal, Cyril Aymonier*
Angew. Chem. Int. Ed. 2011, 50, 12071–12074 DOI: 10.1002/anie.201106201
An interesting microfluidic concept to synthesize exciton
luminescent ZnO nanocrystals at supercritical conditions
is demonstrated. The advanced optical properties of the
as-synthesized ZnO nanostructures are obtained as a
function of their nucleation and growth in supercritical
fluids and the separation of nucleation/growth and func-
tionalization steps, both being performed in a hydrody-
namically controlled environment in the microreactors.
Several operating parameters have been investigated:
(1) the ligand (oleylamine, trioctylphosphine and oleic
acid), (2) the ligand-to-zinc molar ratio, (3) the oxidant-to-
zinc molar ratio and (4) the fluid velocity ratio. The experi-
ments were carried out in a coaxial microsystem made of
two fused silica capillaries immersed in a pre-heated oil
bath (250 °C). The pressure was controlled with a back
pressure regulator.
29

Highlights from the Flow Chemistry Literature 2011 (Part 3)
Further Flow Chemistry Publications
“Conversion of glycerol to acrolein in the presence of WO3/TiO2 catalysts”
A. Ulgen, W. F. Hoelderich
Applied Catalysis A: General 2011, 400, 34–38
“Methanol dehydration to dimethyl ether in a platelet milli-reactor filled with H-ZSM5/SiC foam catalyst”
Y. Liu, S. Podila, D. L. Nguyen, D. Edouard, P. Nguyen, C. Pham, M. J. Ledoux, C. Pham-Huu
Applied Catalysis A: General 2011, 409–410, 113–121
“Transesterification of sunflower oil over MoO3 supported on alumina”
T. M. Sankaranarayanan, A. Pandurangan, M. Banu, S. Sivasanker
Applied Catalysis A: General 2011, 409–410, 239–247
“Continuous syntheses of highly dispersed composite nanocatalysts via simultaneous co-precipitation in supercritical water”
X. Weng, J. Zhang, Z. Wu, Y. Liu, H. Wang, J. A. Darr
Applied Catalysis B: Environmental 2011, 103, 453–461
“Continuous-flow synthesis of biaryls enabled by multistep solid-handling in a lithiation/borylation/Suzuki–Miyaura cross-coupling
sequence”
W. Shu, L. Pellegatti, M. A. Oberli, S. L. Buchwald
Angewandte Chemie International Edition 2011, 50, 10665–10669
“Mechanism-performance relationships of metal oxides in catalyzed HCl oxidation”
A. P. Amrute, C. Mondelli, M. A. G. Hevia, J. Perez-Ramírez
ACS Catalysis 2011, 1, 583–590
“Carbon nanotube-supported RuFe bimetallic nanoparticles as efficient and robust catalysts for aqueous-phase selective hydrogenoly-
sis of glycerol to glycols”
B. Li, J. Wang, Y. Yuan, H. Ariga, S. Takakusagi, K. Asakura
ACS Catalysis 2011, 1, 1521–1528
“Zeolite- and MgO-supported molecular iridium complexes: support and ligand effects in catalysis of ethene hydrogenation and H-D
exchange in the conversion of H2 + D2”
J. Lu, P. Serna, B. C. Gates
ACS Catalysis 2011, 1, 1549–1561
“Production of propylene from 1-butene on highly active “Bi-functional single active site” catalyst: tungsten carbene-hydride
supported on alumina”
E. Mazoyer, K. C. Szeto, S. Norsic, A. Garron, J.-M. Basset, C. P. Nicholas, M. Taoufik
ACS Catalysis 2011, 1, 1643–1646
“Novel sol-gel lipases by designed bio-imprinting for continuous-flow kinetic resolutions”
G. Hellner, Z. Boros, A. Tomin, L. Poppe
Advanced Synthesis & Catalysis 2011, 353, 2481–2491
“Ethene-induced temporary inhibition of Grubbs metathesis catalysts”
J. Scholz, S. Loekman, N. Szesni, W. Hieringer, A. Görling, M. Haumann, P. Wasserscheid
Advanced Synthesis & Catalysis 2011, 353, 2701–2707
“Translation of microwave methodology to continuous flow for the efficient synthesis of diaryl ethers via a base-mediated SNAr reaction”
C. Wiles, P. Watts
Beilstein Journal of Organic Chemistry 2011, 7, 1360–1371
“Continuous preparation of carbon-nanotube-supported platinum catalysts in a flow reactor directly heated by electric current”
A. Schlange, A. R. dos Santos, U. Kunz, T. Turek
Beilstein Journal of Organic Chemistry 2011, 7, 1412–1420
“Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed Huisgen-type cycloaddition under inductive-heating
conditions”
L. Kupracz, J. Hartwig, J. Wegner, S. Ceylan, A. Kirschning
Beilstein Journal of Organic Chemistry 2011, 7, 1441–1448
“Continuous-flow enantioselective a-aminoxylation of aldehydes catalyzed by a polystyrene-immobilized hydroxyproline”
X. C. Cambeiro, R. Martín-Rapún, P. O. Miranda, S. Sayalero, E. Alza, P. Llanes, M. A. Pericàs
Beilstein Journal of Organic Chemistry 2011, 7, 1486–1493
“The application of a monolithic triphenylphosphine reagent for conducting Appel reactions in flow microreactors”
K. A. Roper, H. Lange, A. Polyzos, M. B. Berry, I. R. Baxendale, S. V. Ley
Beilstein Journal of Organic Chemistry 2011, 7, 1648–1655
“Continuous proline catalysis via leaching of solid proline”
S. M. Opalka, A. R. Longstreet, D. T. McQuade
Beilstein Journal of Organic Chemistry 2011, 7, 1671–1679
“Continuous-flow hydration–condensation reaction: Synthesis of a,b-unsaturated ketones from alkynes and aldehydes by using a
heterogeneous solid acid catalyst”
M. Rueping, T. Bootwicha, H. Baars, E. Sugiono
Beilstein Journal of Organic Chemistry 2011, 7, 1680–1687
30

T. N. Glasnov
“Liquid-phase catalytic transfer hydrogenation and cyclization of levulinic acid and its esters to g-valerolactone over metal oxide
catalysts”
M. Chia, J. A. Dumesic
Chemical Communications 2011, 47, 12233–12235
“Highly monodisperse conjugated polymer particles synthesized with drop-based microfluidics”
A. J. C. Kuehne, D. A. Weitz
Chemical Communications 2011, 47, 12379–12381
“In situ generation and intramolecular Schmidt reaction of keto azides in a microwave-assisted flow format”
T. O. Painter, P. D. Thornton, M. Orestano, C. Santini, M. G. Organ, J. Aube
Chemistry – A European Journal 2011, 17, 9595–9598
“New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent Cribrostatin 6”
M. Mohamed, T. P. Goncalves, R. J. Whitby, H. F. Sneddon, D. C. Harrowven
Chemistry – A European Journal 2011, 17, 13698–13705
“Continuous flow system with a polymer-supported dirhodium(II) catalyst: Application to enantioselective carbonyl ylide cycloaddi-
tion reactions”
Chemistry – A European Journal 2011, 17, 13992–13998
“Chemical synthesis of Helicobacter pylori lipopolysaccharide partial structures and their selective proinflammatory responses”
A. Shimoyama, A. Saeki, N. Tanimura, H. Tsutsui, K. Miyake, Y. Suda, Y. Fujimoto, K. Fukase
Chemistry – A European Journal 2011, 17, 14464–14474
“A single step methane conversion into synthetic fuels using microplasma reactor”
T. Nozaki, A. Agiral, S. Yuzawa, J. G. E. Han Gardeniers, K. Okazakia
Chemical Engineering Journal 2011, 166, 288–293
“Suspension catalysis in a liquid-liquid capillary microreactor”
A. Ufer, D. Sudhoff, A. Mescher, D. W. Agar
Chemical Engineering Journal 2011, 167, 468–474
“Enhanced production of ethyl pyruvate using gas-liquid slug flow in microchannel”
T. Yasukawa, W. Ninomiya, K. Ooyachi, N. Aoki, K. Mae
Chemical Engineering Journal 2011, 167, 527–530
“Novel Process Window for the safe and continuous synthesis of tert-butyl peroxy pivalate in a micro-reactor”
T. Illg, V. Hessel, P. Löb, J. C. Schouten
Chemical Engineering Journal 2011, 167, 504–509
“Fischer-Tropsch synthesis in microchannels”
L. C. Almeida, F. J. Echave, O. Sanza, M. A. Centeno, G. Arzamendi, L. M. Gandía, E. F. Sousa-Aguiar, J. A. Odriozola, M. Montes
Chemical Engineering Journal 2011, 167, 536–544
“Hydrothermal micro continuous-flow synthesis of spherical, cylinder-, star- and flower-like ZnO microparticles”
S. Li, G. A. Gross, P. M. Günther, J. M. Köhler
Chemical Engineering Journal 2011, 167, 681–687
“Microfluidic synthesis of silica nanoparticles using polyethylenimine polymers”
P. He, G. Greenway, S. J. Haswell
Chemical Engineering Journal 2011, 167, 694–699
“Production of unstable percarboxylic acids in a microstructured reactor”
F. Ebrahimi, E. Kolehmainen, P. Oinas, V. Hietapelto, I. Turunen
Chemical Engineering Journal 2011, 167, 713–717
“Reaction and Raman spectroscopic studies of alcohol oxidation on gold-palladium catalysts in microstructured reactors”
E. Cao, M. Sankar, S. Firth, K. F. Lam, D. Bethell, D. K. Knight, G. J. Hutchings, P. F. McMillan, A. Gavriilidis
Chemical Engineering Journal 2011, 167, 734–743
“Bridging the gap: A nested-pipe reactor for slow reactions in continuous flow chemical synthesis”
C. B. Minnich, L. Greinera, C. Reimers, M. Uerdingen, M. A. Liauwa
Chemical Engineering Journal 2011, 168, 759–764
“Design and experiments of a short-mixing-length baffled microreactor and its application to microfluidic synthesis of
nanoparticles”
C. K. Chung, T. R. Shih, C. K. Chang, C. W. Lai, B. H. Wu
Chemical Engineering Journal 2011, 168, 790–798
“Synthesis of gold nanoparticles in an interdigital micromixer using ascorbic acid and sodium borohydride as reducers”
M. Luty-Błocho, K. Fitzner, V. Hessel, P. Löb, M. Maskos, D. Metzke, K. Pacławski, M. Wojnicki
Chemical Engineering Journal 2011, 171, 279–290
“Comparative study of the synthesis of silica nanoparticles in micromixer-microreactor and batch reactor systems”
L. Gutierrez, L. Gomez, S. Irusta, M. Arruebo, J. Santamaria
Chemical Engineering Journal 2011, 171, 674–683
31

Highlights from the Flow Chemistry Literature 2011 (Part 3)
“Development of a gas-liquid microstructured system for oxidation of hydrogenated 2-ethyltetrahydroanthraquinone”
J. Tan, L. Du, Y. C. Lu, J. H. Xu, G. S. Luo
Chemical Engineering Journal 2011, 171, 1406–1414
“Paramagnetic ionic liquids as “liquid fixed-bed” catalysts in flow application”
V. Misuk, D. Breuch, H. Löwe
Chemical Engineering Journal 2011, 173, 536–540
“Effect of gas and liquid flow rates on the size distribution of barium sulfate nanoparticles precipitated in a two phase flow capillary
microreactor”
D. Jeevarathinam, A. K. Gupta, B. Pitchumani, R. Mohan
Chemical Engineering Journal 2011, 173, 607–611
“Flash synthesis of carbohydrate derivatives in chaotic microreactors”
Y.-T. Chen, K.-H. Chen, W.-F. Fang, S.-H. Tsai, J.-M. Fang, J.-T. Yang
Chemical Engineering Journal 2011, 174, 421–424
“Heterogeneously catalyzed synthesis of performic acid in a microstructured reactor”
F. Ebrahimi, E. Kolehmainen, I. Turunen
Chemical Engineering Journal 2011, 179, 312–317
“Multiphase minireactor system for direct fluorination of ethylene carbonate”
P. Lang, M. Hill, I. Krossing, P. Woias
Chemical Engineering Journal 2011, 179, 330–337
“Scale-up concept for modular microstructured reactors based on mixing, heat transfer, and reactor safety”
N. Kockmann, D. M. Roberge
Chemical Engineering and Processing: Process Intensification 2011, 50, 1017–1026
“Single-phase fluid flow distribution and heat transfer in microstructured reactors”
E. V. Rebrov, J. C. Schouten, M. H. J. M. de Croon
Chemical Engineering Science 2011, 66, 1374–1393
“Two-phase microfluidic flows”
C.-X. Zhao, A. P. J. Middelberg
Chemical Engineering Science 2011, 66, 1394–1411
“Nanoparticle synthesis in microreactors”
C.-X. Zhao, L. He, S. Z. Qiao, A. P. J. Middelberg
Chemical Engineering Science 2011, 66, 1463–1479
“Gas–liquid and liquid–liquid mass transfer in microstructured reactors”
M. N. Kashid, A. Renken, L. Kiwi-Minsker
Chemical Engineering Science 2011, 66, 3876–3897
“Direct conversion of methane in formaldehyde at very short residence time”
J. Zhang,V. Burkle-Vitzthum, P. M. Marquaire, G. Wild, J. M. Commenge
Chemical Engineering Science 2011, 66, 6331–6340
“Rate Acceleration of the Baylis–Hillman Reaction within Microreactors”
J. Yang, L. Qi, J. Qiao, Y. Chen, H. Ma
Chinese Journal of Chemistry 2011, 29, 2385–2388
“The first case of competitive heterogeneously catalyzed hydrogenation using continuous-flow fixed-bed reactor system: hydrogena-
tion of binary mixtures of activated ketones on Pt-alumina and on Pt-alumina-cinchonidine catalysts”
G. Szo˝llo˝si, Z. Makra, F. Fülöp, M. Bartók
Catalysis Letters 2011, 141, 1616–1620
“Intramolecular cyclisation of isosorbide by dimethylcarbonate chemistry”
P. Tundo, F. Arico, G. Gauthier, A. Baldacci
Compets Rendus Chimie 2011, 14, 652–655
“Immobilised photosensitisers for continuous flow reactions of singlet oxygen in supercritical carbon dioxide”
X. Han, R. A. Bourne, M. Poliakoff, M. W. George
Chemical Science 2011, 2, 1059–1067
“Use of precatalysts greatly facilitate palladium-catalyzed alkynylations in batch and continuous-flow conditions”
W. Shu, S. L. Buchwald
Chemical Science 2011, 2, 2321–2325
“Ethanol dehydration to ethylene in a stratified autothermal millisecond reactor”
M. J. Skinner, E. L. Michor, W. Fan, M. Tsapatsis, A. Bhan, L. D. Schmidt
ChemSusChem 2011, 4, 1151–1156
“High-quality diesel from hexose- and pentose-derived biomass platform molecules”
A. Corma, O. de la Torre, M. Renz
ChemSusChem 2011, 4, 1574–1577
32

T. N. Glasnov
“Hydrodesulphurisation of 4,6-dimethyldibenzothiophene over NiMo catalysts supported on Ti(Al) modified MCM-41”
K. Jaroszewska, M. Lewandowski, J. R. Grzechowiak, B. Szyja
Catalysis Today 2011, 176, 202–207
“Synthesis of (−)-Oseltamivir by using a microreactor in the Curtius rearrangement”
H. Ishikawa, B. P. Bondzic, Y. Hayashi
European Journal of Organic Chemistry 2011, 6020–6031
“Efficient and ‘green’ microwave-assisted synthesis of haloalkylphosphonates via the Michaelis–Arbuzov reaction”
P. Jansa, A. Holy, M. Dracinsky, O. Baszczynski, M. Cesnek, Z. Janeba
Green Chemistry 2011, 13, 882–888
“Efficient enhancement of copper-pyridineoxazoline catalysts through immobilization and process design”
C. Aranda, A. Cornejo, J. M. Fraile, E. Garcıa-Verdugo, M. J. Gil, S. V. Luis, J. A. Mayoral, V. Martinez-Merino, Z. Ochoa
Green Chemistry 2011, 13, 983–990
“Continuous biocatalytic synthesis of (R)-2-octanol with integrated product separation”
C. Kohlmann, S. Leuchs, L. Greiner, W. Leitner
Green Chemistry 2011, 13, 1430–1436
“Highly selective hydroformylation of long-chain alkenes in a supercritical fluid ionic liquid biphasic system”
T. E. Kunene, P. B. Webb, D. J. Cole-Hamilton
Green Chemistry 2011, 13, 1476–1481
“Decision support towards agile eco-design of microreaction processes by accompanying (simplified) life cycle assessment”
S. Huebschmann, D. Kralisch, H. Löwe, D. Breuch, J. H. Petersen, T. Dietrich, R. Scholz
Green Chemistry 2011, 13, 1694–1707
“A catalytic route to lower alcohols from glycerol using Ni-supported catalysts”
E. van Ryneveld, A. S. Mahomed, P. S. van Heerden, M. J. Green, H. B. Friedrich
Green Chemistry 2011, 13, 1819–1827
“Direct transformation of ethanol into ethyl acetate through catalytic membranes containing Pd or Pd-Zn: comparison with conven-
tional supported catalysts”
A. B. Sanchez, N. Homs, S. Miachon, J.-A. Dalmon, J. L. G. Fierro, P. R. de la Piscina
Green Chemistry 2011, 13, 2569–2575
“Tungsten-Vanadium mixed oxides for the oxidehydration of glycerol into acrylic acid”
M. D. Soriano, P. Concepcion, J. M. L. Nieto, F. Cavani, S. Guidetti, C. Trevisanut
Green Chemistry 2011, 13, 2954–2962
“Silica-supported guanidine catalyst for continuous flow biodiesel production”
J. M. Balbino, E. W. de Menezes, E. V. Benvenutti, R. Cataluna, G. Ebeling, J. Dupont
Green Chemistry 2011, 13, 3111–3116
“JandaJel as a polymeric support to improve the catalytic efficiency of immobilized-1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) under
solvent-free conditions”
D. Lanari, R. Ballini, S. Bonollo, A. Palmieri, F. Pizzo, L. Vaccaro
Green Chemistry 2011, 13, 3181–3186
“Inhibition of gold and platinum catalysts by reactive intermediates produced in the selective oxidation of alcohols in liquid water”
B. N. Zope, R. J. Davis
Green Chemistry 2011, 13, 3483–3491
“Microreactor system for high-pressure continuous flow homogeneous catalysis measurements”
J. Keybl, K. F. Jensen
Industrial Engineering Chemistry Research 2011, 50, 11013–11022
“Step changes and deactivation behavior in the continuous decarboxylation of stearic acid”
A. T. Madsen, B. Rozmyszowicz, I. L. Simakova, T. Kilpiö, A.-R. Leino, K. Kordas, K. Eränen, P. Mäki-Arvela, D. Y. Murzin
Industrial Engineering Chemistry Research 2011, 50, 11049–11058
“Modeling of toluene acetylation with acetic anhydride on H-USY zeolite”
E. A. Dejaegere, J. W. Thybaut, G. B. Marin, G. V. Baron, J. F. M. Denayer
Industrial Engineering Chemistry Research 2011, 50, 11822–11832
“Controllable preparation of poly(butyl acrylate) by suspension polymerization in a coaxial capillary microreactor”
Z. Liu, Y. Lu, B. Yang, G. Luo
Industrial Engineering Chemistry Research 2011, 50, 11853–11862
“Methanol to gasoline-range hydrocarbons: influence of nanocrystal size and mesoporosity on catalytic performance and product
distribution of ZSM-5”
A. A. Rownaghi, J. Hedlund
Industrial Engineering Chemistry Research 2011, 50, 11872–11878
“Development of a photochemical microfluidics platform”
K. Pimparkar, B. Yen, J. R. Goodell, V. I. Martin, W.-H. Lee, J. A. Porco, Jr., A. B. Beeler, K. F. Jensen
Journal of Flow Chemistry 2011, 1, 53–55
33

Highlights from the Flow Chemistry Literature 2011 (Part 3)
“An integrated synthesis–purification system to accelerate the generation of compounds in pharmaceutical discovery”
J. E. Hochlowski, P. A. Searle, N. P. Tu, J. Y. Pan, S. G. Spanton, S. W. Djuric
Journal of Flow Chemistry 2011, 1, 56–61
“A continuous-flow system for asymmetric hydrogenation using supported chiral catalysts”
J. Madarász, G. Farkas, S. Balogh, Á. Szöllo˝sy, J. Kovács, F. Darvas, L. Ürge, J. Bakos
Journal of Flow Chemistry 2011, 1, 62–67
“Reissert indole synthesis using continuous-flow hydrogenation”
E. Colombo, P. Ratel, L. Mounier, F. Guillier
Journal of Flow Chemistry 2011, 1, 68–73
“Cost analysis for a continuously operated fine chemicals production plant at 10kg/day using a combination of microprocessing and
microwave heating”
F. Benaskar, A. Ben-Abdelmoumen, N. G. Patil, E.V. Rebrov, J. Meuldijk, L. A. Hulshof, V. Hessel, U. Krtschil, J. C. Schouten
Journal of Flow Chemistry 2011, 1, 74–89
“White light emission from Mn-doped ZnSe d-dots synthesized continuously in microfluidic reactors”
P. Shao, H. Wang, Q. Zhang, Y. Li
Journal of Materials Chemistry 2011, 21, 17972–17977
“Flow reactor synthesis of CdSe, CdS, CdSe/CdS and CdSeS nanoparticles from single molecular precursor(s)”
A. L. Abdelhady, M. Afzaal, M. A. Malik, P. O’Brien
Journal of Materials Chemistry 2011, 21, 18768–18775
“Synthesis and biochemical evaluation of D2-isoxazoline derivatives as DNA methyltransferase 1 inhibitors”
S. Castellano, D. Kuck, M. Viviano, J. Yoo, F. Lopez-Vallejo, P. Conti, L. Tamborini, A. Pinto, J. L. Medina-Franco, G. Sbardella
Journal of Medicinal Chemistry 2011, 54, 7663–7677
“Porous photocatalytic membrane microreactor (P2M2): A new reactor concept for photochemistry”
H. C. Aran, D. Salamon, T. Rijnaarts, G. Mul, M. Wessling, R. G. H. Lammertink
Journal of Photochemistry and Photobiology A: Chemistry 2011, 225, 36–41
“Determination of kinetic constants of a photocatalytic reaction in micro-channel reactors in the presence of mass-transfer limitation
and axial dispersion”
G. Charles, T. Roques-Carmes, N. Becheikh, L. Falk, J.-M. Commenge, S. Corbel
Journal of Photochemistry and Photobiology A: Chemistry 2011, 225, 202–211
“Meerwein–Ponndorf–Verley reduction of aldehydes formed in situ from a- and b-pinene epoxides in a supercritical fluid in the
presence of alumina”
I. V. Il’ina, S. Yu. Kurbakova, K. P. Volcho, N. F. Salakhutdinov, V. I. Anikeev
Journal of Saudi Chemical Society 2011, 15, 313–317
“Small molecule library synthesis using segmented flow”
C. M. Thompson, J. L. Poole, J. L. Cross, I. Akritopoulou-Zanze, S. W. Djuric
Molecules 2011, 16, 9161–9177
“Enantioselective radical cyclisation reactions of 4-substituted quinolones mediated by a chiral template”
A. Bakowski, M. Dressel, A. Bauer, T. Bach
Organic & Biomolecular Chemistry 2011, 9, 3516–3529
“Syntheses of mGluR5 PET radioligands through the radiofluorination of diaryliodonium tosylates”
S. Telu, J.-H. Chun, F. G. Simeon, S. Lu, V. W. Pike
Organic & Biomolecular Chemistry 2011, 9, 6629–6638
“Perfluoroalkylation in flow microreactors: generation of perfluoroalkyllithiums in the presence and absence of electrophiles”
A. Nagaki, S. Tokuoka, S. Yamada, Y. Tomida, K. Oshiro, H. Amii, J.-i. Yoshida
Organic & Biomolecular Chemistry 2011, 9, 7559–7563
“Catalytic conversion of isopropanol and CO oxidation in presence of NiO supported on modified cordierite”
S. A. El-Molla, G. A. El-Shobaky, Y. M. Fahmy, H. G. El-Shobaky
The Open Catalysis Journal 2011, 4, 9–17
“Effects of ZnO and MoO3 doping on surface and catalytic properties of manganese oxide supported on alumina system”
S. M. Ibrahim, G. A. El-Shobaky, G. M. Mohamed, N. A. Hassan
The Open Catalysis Journal 2011, 4, 27–35
“The preparation of desflurane by the vapor-phase fluorination of isoflurane”
H. Sivaramakrishnan, A. A. Upare, D. Satagopan, O. R. Chambers
Organic Process Research & Development 2011, 15, 585–592
“Controlled RAFT polymerization in a continuous flow microreactor”
C. H. Hornung, C. Guerrero-Sanchez, M. Brasholz, S. Saubern, J. Chiefari, G. Moad, E. Rizzardo, S. H. Thang
Organic Process Research & Development 2011, 15, 593–601
“Continuous flow processing of slurries: evaluation of an agitated cell reactor”
D. L. Browne, B. J. Deadman, R. Ashe, I. R. Baxendale, S. V. Ley
Organic Process Research & Development 2011, 15, 693–697
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T. N. Glasnov
“A continuous-flow approach to palladium-catalyzed alkoxycarbonylation reactions”
C. B. Kelly, C. Lee, M. A. Mercadante, N. E. Leadbeater
Organic Process Research & Development 2011, 15, 717–720
“Fast scale-up using microreactors: pyrrole synthesis from micro to production scale”
P. J. Nieuwland, R. Segers, K. Koch, J. C. M. van Hest, F. P. J. T. Rutjes
Organic Process Research & Development 2011, 15, 783–787
“A scalable two-step continuous flow synthesis of nabumetone and related 4-aryl-2-butanones”
M. Viviano, T. N. Glasnov, B. Reichart, G. Tekautz, C. O. Kappe
Organic Process Research & Development 2011, 15, 858–870
“Adaptive process optimization for continuous methylation of alcohols in supercritical carbon dioxide”
R. A. Bourne, R. A. Skilton, A. J. Parrott, D. J. Irvine, M. Poliakoff
Organic Process Research & Development 2011, 15, 932–938
“Development of an improved immobilized CAL-B for the enzymatic resolution of a key intermediate to Odanacatib”
M. D. Truppo, G. Hughes
Organic Process Research & Development 2011, 15, 1033–1035
“A versatile lab to pilot scale continuous reaction system for supercritical fluid processing”
U. Hintermair, C. Roosen, M. Kaever, H. Kronenberg, R. Thelen, S. Aey, W. Leitner, L. Greiner
Organic Process Research & Development 2011, 15, 1275–1280
“Safe, convenient ortho-Claisen thermal rearrangement using a flow reactor”
J. A. Rincon, M. Barberis, M. Gonzalez-Esguevillas, M. D. Johnson, J. K. Niemeier, W.-M. Sun
Organic Process Research & Development 2011, 15, 1428–1432
“Nitration chemistry in continuous flow using fuming nitric acid in a commercially available flow reactor”
C. E. Brocklehurst, H. Lehmann, L. La Vecchia
Organic Process Research & Development 2011, 15, 1447–1453
“UV initiated formation of polymer monoliths in glass and polymer microreactors”
J. A. Deverell, T. Rodemann, J. A. Smith, A. J. Canty, R. M. Guijt
Sensors and Actuators B: Chemical 2011, 155, 388–396
“Clean and efficient benzylic C-H oxidation using a microflow system”
X.-M. Lv, L.-J. Kong, Q. Lin, X.-F. Liu, Y.-M. Zhou, Y. Jia
Synthetic Communications 2011, 41, 3215–3222
“The continuous-flow synthesis of styrenes using ethylene in a palladium-catalyzed Heck cross-coupling reaction”
S. L. Bourne, P. Koos, M. O’Brien, B. Martin, B. Schenkel, I. R. Baxendale, S. V. Ley
Synlett 2011, 2642–2647
“Syngas-mediated C–C bond formation in flow: selective rhodium-catalyzed hydroformylation of styrene”
S. Kasinathan, S. L. Bourne, P. Tolstoy, P. Koos, M. O’Brien, R. W. Bates, I. R. Baxendale, S. V. Ley
Synlett 2011, 2648–2651
“Synthesis of N-propynyl analogues of peptide nucleic acid (PNA) monomers and their use in the click reaction to prepare
N-functionalized PNAs”
N. M. Howarth, J. Ricci
Tetrahedron 2011, 67, 9588–9594
“Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines”
D. L. Browne, I. R. Baxendale, S. V. Ley
Tetrahedron 2011, 67, 10269–10303
“Flow chemistry approach for partial deuteration of alkynes: synthesis of deuterated taxol side chain”
S. Chandrasekhar, B. V. D. Vijaykumar, B. M. Chandra, C. R. Reddy, P. Naresh
Tetrahedron Letters 2011, 52, 3865–3867
“Copper-catalyzed rearrangement of oximes into primary amides”
S. K. Sharma, S. D. Bishopp, C. L. Allen, R. Lawrence, M. J. Bamford, A. A. Lapkin, P. Plucinski, R. J. Watson, J. M. J. Williams
Tetrahedron Letters 2011, 52, 4252–4255
“Application of flow chemistry to the reduction of nitriles to aldehydes”
J. de M. Muñoz, J. Alcázar, A. de la Hoz, A. Díaz-Ortiz
Tetrahedron Letters 2011, 52, 6058–6060
“A continuous-flow synthesis of annulated and polysubstituted furans from the reaction of ketones and a-haloketones”
M. York
Tetrahedron Letters 2011, 52, 6267–6270
“p-Iodinations in hydrocarbon media: continuous flow reactor application”
D. W. Slocum, K. C. Tekin, Q. Nguyen, P. E. Whitley, T. K. Reinscheld, B. Fouzia
Tetrahedron Letters 2011, 52, 7141–7145
35

Highlights from the Flow Chemistry Literature 2011 (Part 3)
Reviews
“Coupled chemo(enzymatic) reactions in continuous flow”
R. Yuryev, S. Strompen, A. Liese
Beilstein Journal of Organic Chemistry 2011, 7, 1449–1467
“The microwave-to-flow paradigm: translating high-temperature batch microwave chemistry to scalable continuous-flow processes”
T. N. Glasnov, C. O. Kappe
Chemistry A European Journal 2011, 17, 11956–11968
“(Bio)Catalytic continuous flow processes in scCO2 and/or ILs: towards sustainable (bio)catalytic synthetic platforms”
P. Lozano, E. Garcia-Verdugo, S. V. Luis, M. Pucheault, M. Vaultier
Current Organic Synthesis 2011, 8, 810–823
“Enzyme-immobilized microfluidic process reactors”
Y. Asanomi, H. Yamaguchi, M. Miyazaki, H. Maeda
Molecules 2011, 16, 6041–6059
“Microfluidic devices: useful tools for bioprocess intensification”
M. P. C. Marques, P. Fernandes
Molecules 2011, 16, 8368–8401
“Microfluidic Bioreactors for Cell Culturing: A Review”
G. Pasirayi, V. Auger, S. M. Scott, P. K. S. M. Rahman, M. Islam, L. O’Hare, Z. Ali
Micro and Nanosystems 2011, 3, 137–160
“Monolithic flow microreactors improve fine chemicals synthesis”
A. Sachse, A. Galarneau, B. Coq, F. Fajula
New Journal of Chemistry 2011, 35, 259–264
36