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

• -carbonitriles. Keywords: α-aminonitriles; cyclization; heterocycles; microwave-assisted synthesis; pyrroles; Introduction Heterocycles are the largest class of organic compounds [1]. Among them, pyrroles have a distinguished position in the chemistry of living organisms due to their close biogenetic

• purified by column chromatography. Synthesis and conversion of 3,4-dihydro-2H-pyrrole-2-carbonitriles 6. Microwave-assisted synthesis of 2,4-disubstituted pyrroles 7a–i. Pyrrole-2-carbonitriles 10a–j. Supporting Information Supporting Information File 240: Detailed experimental procedures and

Microwave-assisted synthesis of 5,6-dihydroindolo[1,2-a]quinoxaline derivatives through copper-catalyzed intramolecular N-arylation

• Fei Zhao,
• Lei Zhang,
• Hailong Liu,
• Shengbin Zhou and
• Hong Liu

Beilstein J. Org. Chem. 2013, 9, 2463–2469, doi:10.3762/bjoc.9.285

Acid, silver, and solvent-free gold-catalyzed hydrophenoxylation of internal alkynes

• Marcia E. Richard,
• Daniel V. Fraccica,
• Kevin J. Garcia,
• Erica J. Miller,
• Rosa M. Ciccarelli,
• Erin C. Holahan,
• Victoria L. Resh,
• Aakash Shah,
• Peter M. Findeis and
• Robert A. Stockland Jr.

Beilstein J. Org. Chem. 2013, 9, 2002–2008, doi:10.3762/bjoc.9.235

• . cMicrowave heating with 1 as the catalyst (14.0 μmol, 5%). dConventional heating with 7 as the catalyst (14.0 μmol, 5%). Microwave assisted synthesis of arylgold compounds. Regioselectivity of the addition reaction using arylgold precatalysts. Alkyne (0.28 mmol), phenol (0.56 mmol), 130 °C, 20 min, no

One-step synthesis of pyridines and dihydropyridines in a continuous flow microwave reactor

• Mark C. Bagley,
• Vincenzo Fusillo,
• Robert L. Jenkins,
• M. Caterina Lubinu and
• Christopher Mason

Beilstein J. Org. Chem. 2013, 9, 1957–1968, doi:10.3762/bjoc.9.232

• dihydropyridine synthesis; heterocycles; microwave synthesis; multicomponent reactions; pyridine synthesis; Introduction Microwave-assisted synthesis has revolutionized many processes in recent years as a valuable alternative to the use of conductive heating for accelerating transformations in synthetic organic

• microwave flow chemistry, is realizing its potential towards the next evolutionary step in synthetic chemistry [43]. In 2005 we described a new continuous flow reactor design for microwave-assisted synthesis that operates in the optimum standing-wave cavity of a proprietary instrument [44]. The principal

Superstructures of fluorescent cyclodextrin via click-reaction

• Arkadius Maciollek,
• Helmut Ritter and
• Rainer Beckert

Beilstein J. Org. Chem. 2013, 9, 827–831, doi:10.3762/bjoc.9.94

• of the measured intensity autocorrelation function of the sample by a General Purpose Method (non-negative least squares) algorithm included in the DTS software. Microwave-assisted synthesis was performed using a CEM Discover Synthesis Unit (monomode system). The temperature was measured by infrared

New enzymatically polymerized copolymers from 4-tert-butylphenol and 4-ferrocenylphenol and their modification and inclusion complexes with β-cyclodextrin

• Adam Mondrzyk,
• Beate Mondrzik,
• Sabrina Gingter and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 2118–2123, doi:10.3762/bjoc.8.238

• measured intensity autocorrelation function of the sample by the general purpose method (non-negative least squares) algorithm included in the DTS software. Each experiment was performed at least five times. Microwave-assisted synthesis was performed by using a CEM Discover synthesis unit (monomode system

Features of the behavior of 4-amino-5-carboxamido-1,2,3-triazole in multicomponent heterocyclizations with carbonyl compounds

• Eugene S. Gladkov,
• Katerina A. Gura,
• Svetlana M. Sirko,
• Sergey M. Desenko,
• Ulrich Groth and
• Valentin A. Chebanov

Beilstein J. Org. Chem. 2012, 8, 2100–2105, doi:10.3762/bjoc.8.236

• ; heterocycle; microwave-assisted synthesis; multicomponent reaction; ultrasound-assisted synthesis; Introduction Multicomponent reactions (MCRs) [1][2][3][4] involving polyfunctional aminazoles as a key reagent are challenging objectives in the modern chemistry of heterocyclic compounds dealing with the

• '-cyclopentane}-3-carboxamide (4a) or 5,6,7,8-tetrahydro-4H-spiro{[1,2,3]triazolo[5,1-b]quinazoline-9,1'-cyclohexane}-3-carboxamide (4b) under all the conditions tested. The best results were observed in the case of microwave-assisted synthesis in methanol at 120 °C. Spirocompound 4c may be obtained by a

Regioselectivity in the multicomponent reaction of 5-aminopyrazoles, cyclic 1,3-diketones and dimethylformamide dimethylacetal under controlled microwave heating

• Kamal Usef Sadek,
• Ramadan Ahmed Mekheimer,
• Tahany Mahmoud Mohamed,
• Moustafa Sherief Moustafa and
• Mohamed Hilmy Elnagdi

Beilstein J. Org. Chem. 2012, 8, 18–24, doi:10.3762/bjoc.8.3

• analytical pure sample of 6g (identical with an authentic sample, MS, 1H NMR and 13C NMR). ORTEP diagram of compound 6a. ORTEP diagram of compound 5. ORTEP diagram of compound 6e. ORTEP diagram of compound 6g. Microwave-assisted synthesis of 4 and 6. A proposed mechanism to account for the formation of

• products 6. The factors that determine the nature of the end product are, however, at present unclear. Microwave-assisted synthesis of 4 and 6. Selected bond lengths and bond angles for compound 6a. Selected bond lengths and bond angles for compound 6e. Selected bond lengths and bond angles for compound 6g

Chemistry in flow systems II

• Andreas Kirschning

Beilstein J. Org. Chem. 2011, 7, 1046–1047, doi:10.3762/bjoc.7.119

• microwave-assisted synthesis, for which almost two decades passed until it became a broadly accepted enabling heating technology, and which will continue to have a strong impact on practical organic chemistry. Flow systems have already been implemented in various areas in organic chemistry with very

SbCl₃-catalyzed one-pot synthesis of 4,4′-diaminotriarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies

• Ghasem Rezanejade Bardajee

Beilstein J. Org. Chem. 2011, 7, 135–144, doi:10.3762/bjoc.7.19

• acids such as zinc chloride, zeolites, montmorillonite K-10, and polymer-supported sulfonic acid (NKC-9) [35][36][37][38][39][40]. Microwave-assisted synthesis of DTMs in the presence of aniline hydrochloride has also been described [41]. Recently, bismuth(III) nitrate and zirconium(IV) dichloride oxide

Calix[4]arene-click-cyclodextrin and supramolecular structures with watersoluble NIPAAM-copolymers bearing adamantyl units: “Rings on ring on chain”

• Bernd Garska,
• Monir Tabatabai and
• Helmut Ritter

Beilstein J. Org. Chem. 2010, 6, 784–788, doi:10.3762/bjoc.6.83

• 500 nm) of the solution heated at 1 K/min in a magnetically stirred cell; cloud points were defined as the temperature at which the transmission decreases by 50%. Microwave assisted synthesis was performed using a CEM Discover synthesis unit (monomode system). The temperature was measured by infrared

An expedient synthesis of 5-n-alkylresorcinols and novel 5-n-alkylresorcinol haptens

• Kirsti Parikka and
• Kristiina Wähälä

Beilstein J. Org. Chem. 2009, 5, No. 22, doi:10.3762/bjoc.5.22

• way for the immunochemical detection techniques of alkylresorcinols. Keywords: 5-n-alkylresorcinols; haptens; microwave assisted synthesis; Wittig reaction; Introduction 5-Alk(en)ylresorcinols and related compounds are phenolic lipids present in several families of plants (e.g. Gramineae

Microwave assisted synthesis of triazoloquinazolinones and benzimidazoquinazolinones

• Aboul-Fetouh E. Mourad,
• Ashraf A. Aly,
• Hassan H. Farag and
• Eman A. Beshr

Beilstein J. Org. Chem. 2007, 3, No. 11, doi:10.1186/1860-5397-3-11

Microwave- assisted ring closure reactions: Synthesis of 8-substituted xanthine derivatives and related pyrimido- and diazepinopurinediones

• Joachim C. Burbiel,
• Jörg Hockemeyer and
• Christa E. Müller

Beilstein J. Org. Chem. 2006, 2, No. 20, doi:10.1186/1860-5397-2-20

• poor mixing. Microwave-assisted synthesis has been extensively applied in the field of heterocyclic chemistry, especially when high temperatures are needed for ring formation with conventional heating [24]. Based on these findings the preparation of 8-substituted xanthine derivatives and related