Styryl-based new organic chromophores bearing free amino and azomethine groups: synthesis, photophysical, NLO, and thermal properties

• Anka Utama Putra,
• Deniz Çakmaz,
• Nurgül Seferoğlu,
• Alberto Barsella and
• Zeynel Seferoğlu

Beilstein J. Org. Chem. 2020, 16, 2282–2296, doi:10.3762/bjoc.16.189

• was performed using a Thermo Scientific Flash 2000 analyzer at the Gazi University Department of Chemistry. The microwave syntheses were carried out in a Milestone Start microwave reaction system. The melting points were measured using an Electrothermal IA9200 apparatus. Absorption spectra were

Synthetic approaches to bowl-shaped π-conjugated sumanene and its congeners

• Shakeel Alvi and
• Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 2212–2259, doi:10.3762/bjoc.16.186

• Suzuki–Miyaura cross-coupling reaction of bromosumanene 82 under microwave reaction conditions. Whereas another route involves the Ni-catalyzed aryl–aryl homo-coupling between the two molecules of iodosumanene 79 [51][52]. Moreover, the bissumanenyl 92, which is thought to be chiral because of the two

Acid-catalyzed rearrangements in arenes: interconversions in the quaterphenyl series

• Sarah L. Skraba-Joiner,
• Carter J. Holt and
• Richard P. Johnson

Beilstein J. Org. Chem. 2019, 15, 2655–2663, doi:10.3762/bjoc.15.258

• . This supports thermodynamic control based on carbocation energies. Keywords: arenium ion; carbocation; density functional theory; microwave reaction; rearrangement; superacid; Introduction Carbocations are enigmatic reactive intermediates of enduring importance in chemistry. No other reactive species

Azologization and repurposing of a hetero-stilbene-based kinase inhibitor: towards the design of photoswitchable sirtuin inhibitors

• Christoph W. Grathwol,
• Nathalie Wössner,
• Sören Swyter,
• Adam C. Smith,
• Enrico Tapavicza,
• Robert K. Hofstetter,
• Anja Bodtke,
• Manfred Jung and
• Andreas Link

Beilstein J. Org. Chem. 2019, 15, 2170–2183, doi:10.3762/bjoc.15.214

• a microwave reaction vessel 3a (1.01 g, 5.00 mmol, 1.00 equiv) was mixed with styrene (651 mg, 6.25 mmol, 1.25 equiv), tris(o-tolyl)phosphine (61 mg, 0.20 mmol, 0.04 equiv), Pd2(dba)3 (92 mg, 0.10 mmol, 0.02 equiv) and NEt3 (863 ΜL, 0.63 g, 6.25 mmol, 1.25 equiv) and suspended in anhydrous DMF (6 mL

Synergistic approach to polycycles through Suzuki–Miyaura cross coupling and metathesis as key steps

• Sambasivarao Kotha,
• Milind Meshram and
• Chandravathi Chakkapalli

Beilstein J. Org. Chem. 2018, 14, 2468–2481, doi:10.3762/bjoc.14.223

• -Doctoral Fellow at the KU Leuven, Belgium under the EMINTE programme. During post-doctoral work his research work was related to organic synthesis under microwave reaction conditions. Presently, he is Research Associate with Prof. S. Kotha. His research interests include various transition-metal-catalyzed

Synthesis of pyrazolopyrimidinones using a “one-pot” approach under microwave irradiation

• Mark Kelada,
• John M. D. Walsh,
• Robert W. Devine,
• Patrick McArdle and
• John C. Stephens

Beilstein J. Org. Chem. 2018, 14, 1222–1228, doi:10.3762/bjoc.14.104

• were then added to the pot and the reaction refluxed for a further 2 h. A complex mixture resulted consisting mostly of starting β-ketonitrile. The superior performance of the microwave reaction, in terms of yield and reaction time, could result from the higher temperature and pressure achieved. The

Is the tungsten(IV) complex (NEt₄)₂[WO(mnt)₂] a functional analogue of acetylene hydratase?

• Matthias Schreyer and
• Lukas Hintermann

Beilstein J. Org. Chem. 2017, 13, 2332–2339, doi:10.3762/bjoc.13.230

• . More specifically, gold complex AuCl(PPh3) is not usually considered an alkyne hydration catalyst itself, but turns into a catalytically active gold(I) cation after activation with silver salt or Lewis acid [31][32][33][34]. Under the forcing microwave reaction conditions in aqueous methanol

Diels–Alder reactions of myrcene using intensified continuous-flow reactors

• Christian H. Hornung,
• Miguel Á. Álvarez-Diéguez,
• Thomas M. Kohl and
• John Tsanaktsidis

Beilstein J. Org. Chem. 2017, 13, 120–126, doi:10.3762/bjoc.13.15

• conditions and reagent compositions for each batch experiment can be found in Table 1 and Table 2. For kinetic studies, small samples of the reaction mixture for 1H NMR were withdrawn through the septum of the microwave reactor glass vial using a syringe. For this the microwave reaction was stopped at

Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones

• Murat Kucukdisli,
• Dorota Ferenc,
• Marcel Heinz,
• Christine Wiebe and
• Till Opatz

Beilstein J. Org. Chem. 2014, 10, 466–470, doi:10.3762/bjoc.10.44

• column chromatography (ethyl acetate/cyclohexane 1:7) to obtain cis/trans-6e (2.05 g, 6.50 mmol, 82%) as a yellow oil. General procedure for the synthesis of 2,4-disubstituted pyrroles 7a–i: A solution of cyanopyrroline 6a–i in dichloromethane was transferred into a microwave reaction vessel. After

Synthesis of trifunctional cyclo-β-tripeptide templates

• Frank Stein,
• Tahir Mehmood,
• Tilman Plass,
• Javid H. Zaidi and
• Ulf Diederichsen

Beilstein J. Org. Chem. 2012, 8, 1576–1583, doi:10.3762/bjoc.8.180

• (Trt)R(Pbf)R(Pbf)MK(Boc)W(Boc) K(Boc)K(Boc)-OH (8). The fully protected penetratin 8 was synthesized on H-Lys(Boc)-2-ClTrt resin (0.61 mmol/g, 163.9 mg, 0.100 mmol, 1.00 equiv) using a Liberty peptide synthesizer (CEM, Kamp-Lintfort, Germany) equipped with a Discover microwave reaction cavity (CEM

An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines

• Zhiyuan Ma,
• Feng Ni,
• Grace H. C. Woo,
• Sie-Mun Lo,
• Philip M. Roveto,
• Scott E. Schaus and
• John K. Snyder

Beilstein J. Org. Chem. 2012, 8, 829–840, doi:10.3762/bjoc.8.93

• -lactam annulated α-carboline 14a in quantitative yield. The microwave reaction conditions were preferred over the more traditional heating (Table 3, entry 1) due to the shorter reaction time. Attempts to lower the temperature and/or shorten the reaction time led to lower yields (Table 3, entries 2, 4 and

Synthesis of fluorinated maltose derivatives for monitoring protein interaction by ¹⁹F NMR

• Michaela Braitsch,
• Hanspeter Kählig,
• Georg Kontaxis,
• Michael Fischer,
• Toshinari Kawada,
• Robert Konrat and
• Walther Schmid

Beilstein J. Org. Chem. 2012, 8, 448–455, doi:10.3762/bjoc.8.51

• -dimethoxytoluene, p-TosOH, DMF, 79%; (j) Ac2O, Pyr, 93%; (k) BH3·THF, Bu2BOTf, THF 56%; (l) microwave reaction, DAST, collidine, CH2Cl2, 79%; (m) Pd/C, H2, ethylacetate, 64%; (n) NaOMe, MeOH, 75%. Synthesis of the maltose- and galacto-type derivatives; reagents and conditions: (a) TBDMS-Cl, imidazole, DMF, 43%; (b

Synthesis of 2-amino-3-arylpropan-1-ols and 1-(2,3-diaminopropyl)-1,2,3-triazoles and evaluation of their antimalarial activity

• Matthias D’hooghe,
• Stéphanie Vandekerckhove,
• Karen Mollet,
• Karel Vervisch,
• Stijn Dekeukeleire,
• Liesbeth Lehoucq,
• Carmen Lategan,
• Peter J. Smith,
• Kelly Chibale and
• Norbert De Kimpe

Beilstein J. Org. Chem. 2011, 7, 1745–1752, doi:10.3762/bjoc.7.205

• microwave reaction conditions can be found in the literature [8]. anti-2-(N-Benzylamino)-1-(4-chlorophenyl)propan-1,3-diol (9a) Recrystallization from hexane/EtOAc (1:25), white crystals, 95%. Mp 192.3 °C; 1H NMR (300 MHz, CDCl3) δ 2.39 (s, 2H), 3.12–3.18 (m, 1H), 3.54 (dd, J = 13.0, 3.6 Hz, 1H), 3.82 (dd

Pseudo five-component synthesis of 2,5-di(hetero)arylthiophenes via a one-pot Sonogashira–Glaser cyclization sequence

• Dominik Urselmann,
• Dragutin Antovic and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2011, 7, 1499–1503, doi:10.3762/bjoc.7.174

• mL microwave reaction vessel, equipped with a rubber septum, was charged with 1-iodo-3-methoxybenzene (1c) (468 mg, 2.00 mmol), PdCl2(PPh3)2 (28 mg, 0.04 mmol, 2 mol %), CuI (16 mg, 0.08 mmol, 4 mol %), and degassed DMF (10.0 mL). The reaction mixture was flushed for 10 min with nitrogen by using a

Translation of microwave methodology to continuous flow for the efficient synthesis of diaryl ethers via a base-mediated S_NAr reaction

• Charlotte Wiles and
• Paul Watts

Beilstein J. Org. Chem. 2011, 7, 1360–1371, doi:10.3762/bjoc.7.160

• required in flow when compared to the microwave methodology can be rationalised if you think that part of the reaction time for a microwave reaction involves the heating up and cooling down of the system, and it is this increase in processing time that is removed by a flow reactor once it has reached

Synthesis of diverse dihydropyrimidine-related scaffolds by fluorous benzaldehyde-based Biginelli reaction and post-condensation modifications

• Bruno Piqani and
• Wei Zhang

Beilstein J. Org. Chem. 2011, 7, 1294–1298, doi:10.3762/bjoc.7.150

• ], acetonitrile as a solvent, and under microwave irradiation at 120 °C for 20 min. This optimized condition was developed after other solvents, including water, EtOH and toluene, and different microwave reaction temperatures (100–130 °C) and times (10–20 min) were explored. The Biginelli products were separated

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

• = 0.0832 × 10−3 s−1 at 240 °C (Figure 3). Control experiments in a microwave reaction vial constructed from strongly microwave absorbing silicon carbide (SiC), which shields the vessel contents from the electromagnetic field and therefore mimics a conventionally heated autoclave experiment, provided

Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles

• Guillaume G. Launay,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2010, 6, No. 41, doi:10.3762/bjoc.6.41

• thank the School of Chemistry, University of St Andrews for a Studentship (GGL) and we are grateful to Dr Nick Westwood and Alan M Jones of St Andrews University, for access to microwave reaction facilities.