Monitoring carbohydrate 3D structure quality with the Privateer database

• Jordan S. Dialpuri,
• Haroldas Bagdonas,
• Lucy C. Schofield,
• Phuong Thao Pham,
• Lou Holland and
• Jon Agirre

Beilstein J. Org. Chem. 2024, 20, 931–939, doi:10.3762/bjoc.20.83

• intensities or amplitudes); each entry includes a re-refined, sometimes even re-built to some extent, copy of the original model. These newer versions are produced with state-of-the-art methods, many of which were probably not available at the time of deposition; hence, the quality of the models is expected

Catalytic multi-step domino and one-pot reactions

• Svetlana B. Tsogoeva

Beilstein J. Org. Chem. 2024, 20, 254–256, doi:10.3762/bjoc.20.25

• . Zhang, Ma, and W. Zhang reflects the state of the art in the α-amino acid-based [3 + 2] cycloaddition reactions of N–H-type azomethine ylides in multicomponent, one-pot, and stepwise reactions for the synthesis of diverse bioactive heterocyclic compounds and natural products [9]. Computational studies

A series of perylene diimide cathode interlayer materials for green solvent processing in conventional organic photovoltaics

• Kathryn M. Wolfe,
• Shahidul Alam,
• Eva German,
• Fahad N. Alduayji,
• Maryam Alqurashi,
• Frédéric Laquai and
• Gregory C. Welch

Beilstein J. Org. Chem. 2023, 19, 1620–1629, doi:10.3762/bjoc.19.119

• the past several decades, which resulted in power conversion efficiencies (PCEs) of OPVs reaching over 19% by using state-of-the-art organic photoactive materials in conjunction with hole and electron transporting “interlayers” that reside between the bulk heterojunction (BHJ) and the electrodes [6

Photoredox catalysis harvesting multiple photon or electrochemical energies

• Mattia Lepori,
• Simon Schmid and
• Joshua P. Barham

Beilstein J. Org. Chem. 2023, 19, 1055–1145, doi:10.3762/bjoc.19.81

• first efforts in this direction [32][33]. Finally, both techniques are amenable to large-scale synthesis and ideally integrated with state-of-the-art reactor technology platforms, such as continuous flow reactors and high throughput screening plates. Various examples of scalability will be highlighted

• , commercially available aryl halides are chlorides [37][38], with potentials for reduction that almost exclusively lie beyond the threshold of monophotonically-excited photoredox catalysts (i.e., more deeply negative than E1/2 = −2.0 V vs SCE). Considering this, state-of-the-art developments have focused on the

Light-responsive rotaxane-based materials: inducing motion in the solid state

• Adrian Saura-Sanmartin

Beilstein J. Org. Chem. 2023, 19, 873–880, doi:10.3762/bjoc.19.64

• analyze selected recent examples, a critical opinion on the state of the art is provided, including some future directions of this research field and postulating light-responsive solid-state rotaxane materials as tailorable scaffolds which will be used in a wide range of advanced applications. Discussion

Direct C2–H alkylation of indoles driven by the photochemical activity of halogen-bonded complexes

• Martina Mamone,
• Giuseppe Gentile,
• Jacopo Dosso,
• Maurizio Prato and
• Giacomo Filippini

Beilstein J. Org. Chem. 2023, 19, 575–581, doi:10.3762/bjoc.19.42

• from the Spanish State Research Agency (Grant No. MDM-2017-0720). G.F. and J.D. kindly acknowledge FRA2022 funded by the University of Trieste. G.F kindly acknowledges Microgrants 2021 funded by Region FVG (LR 2/2011, ART. 4). J.D. kindly acknowledges the RTDa–PON “ricerca e innovazione” 2014–2020.

Combining the best of both worlds: radical-based divergent total synthesis

• Kyriaki Gennaiou,
• Antonios Kelesidis,
• Maria Kourgiantaki and
• Alexandros L. Zografos

Beilstein J. Org. Chem. 2023, 19, 1–26, doi:10.3762/bjoc.19.1

• Kyriaki Gennaiou Antonios Kelesidis Maria Kourgiantaki Alexandros L. Zografos Aristotle University of Thessaloniki, Department of Chemistry, Laboratory of Organic Chemistry, Thessaloniki, 54124, Greece 10.3762/bjoc.19.1 Abstract A mature science, combining the art of the total synthesis of

Redox-active molecules as organocatalysts for selective oxidative transformations – an unperceived organocatalysis field

• Elena R. Lopat’eva,
• Igor B. Krylov,
• Dmitry A. Lapshin and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2022, 18, 1672–1695, doi:10.3762/bjoc.18.179

• aimed at overviewing the current state-of-art and perspectives of oxidative organocatalysis by redox-active molecules with the emphasis on challenging chemo-, regio- and stereoselective CH-functionalization processes. The catalytic systems based on N-oxyl radicals, amines, thiols, oxaziridines, ketone

Navigating and expanding the roadmap of natural product genome mining tools

• Friederike Biermann,
• Sebastian L. Wenski and
• Eric J. N. Helfrich

Beilstein J. Org. Chem. 2022, 18, 1656–1671, doi:10.3762/bjoc.18.178

• lack genes with conserved signature sequences. In this perspective, we take a closer look at state-of-the-art genome mining tools that are based on either hard-coded rules or machine learning algorithms, with an emphasis on the confidence of their predictions and potential to identify non-canonical

• metabolites is significantly larger than that of experimentally verified BGCs [20]. The accuracy of the predicted core structures on the other hand might restrict the approach. In this perspective, we will take a closer look at the most commonly used state-of-the-art genome mining tools, ranging from

• from the well-established biosynthetic principles (e.g., through the lack of signature sequences) (Figure 3E) [38] are frequently overlooked by state-of-the-art genome mining pipelines. Most genome mining algorithms rely on the identification of signature sequences (Figure 3A–D). As a result, BGCs of

On drug discovery against infectious diseases and academic medicinal chemistry contributions

• Yves L. Janin

Beilstein J. Org. Chem. 2022, 18, 1355–1378, doi:10.3762/bjoc.18.141

• review [62] focusing on hit selection (triage) is probably a good general starting point to describe the problem which academics are facing: “It is increasingly clear that academic high-throughput screening (HTS) and virtual HTS triage suffers from a lack of scientists trained in the art and science of

• human use has slowed down but it has yet to stop. Could the use of very recent chemistry allow to go beyond the current [303][306][307][308][309][310] state of the art? Aside from these rather thoroughly investigated β-lactam antibiotics (more than 40,000 tons are produced every year), one could

B–N/B–H Transborylation: borane-catalysed nitrile hydroboration

• Filip Meger,
• Alexander C. W. Kwok,
• Franziska Gilch,
• Dominic R. Willcox,
• Alex J. Hendy,
• Kieran Nicholson,
• Andrew D. Bage,
• Thomas Langer,
• Thomas A. Hunt and
• Stephen P. Thomas

Beilstein J. Org. Chem. 2022, 18, 1332–1337, doi:10.3762/bjoc.18.138

• is proposed to serve as the key turnover step in catalysis, supported by computational mechanistic studies. This approach uses both a commercially-available catalyst and turnover reagent, providing good user accessibility, and displays comparable chemoselectivity to current state-of-the-art catalysed

Cytochrome P450 monooxygenase-mediated tailoring of triterpenoids and steroids in plants

• Karan Malhotra and
• Jakob Franke

Beilstein J. Org. Chem. 2022, 18, 1289–1310, doi:10.3762/bjoc.18.135

• steroid metabolism, but also illustrate state-of-the-art approaches to discover and characterise new CYPs by genome mining, co-expression analyses, and efficient heterologous expression systems. Conclusion In this review, we provided a comprehensive overview over the phylogenetic distribution and diverse

Synthesis of odorants in flow and their applications in perfumery

• Merlin Kleoff,
• Paul Kiler and
• Philipp Heretsch

Beilstein J. Org. Chem. 2022, 18, 754–768, doi:10.3762/bjoc.18.76

• such as the Egyptian around 5000 BC where resins of incense, opoponax, and myrrh were burnt for religious purposes [1]. Today, “the art of perfumery is closely connected to [synthetic] chemistry“, as outlined by Jean-Claude Ellena, the former master perfumer of Hermès [2]. In fact, the development of

DDQ in mechanochemical C–N coupling reactions

• Shyamal Kanti Bera,
• Rosalin Bhanja and
• Prasenjit Mal

Beilstein J. Org. Chem. 2022, 18, 639–646, doi:10.3762/bjoc.18.64

• ten innovative technologies that IUPAC recognized [7]. To perform organic transformations in a greener way, the mechanochemical methods can also be considered as one of the alternative approaches [8][9][10]. The one-pot multicomponent synthesis of important heterocycles can be the state of art

Shift of the reaction equilibrium at high pressure in the continuous synthesis of neuraminic acid

• Jannis A. Reich,
• Miriam Aßmann,
• Kristin Hölting,
• Paul Bubenheim,
• Jürgen Kuballa and
• Andreas Liese

Beilstein J. Org. Chem. 2022, 18, 567–579, doi:10.3762/bjoc.18.59

• kinetics [16][17][18], in enantiomeric excess [19], in stability [20], or in the position of the equilibrium [17][21]. State of the art for high-pressure research is the use of pressurized batch reactors [22][23]. Since continuous production and suitable reactors are receiving more attention [24], and some

Iridium-catalyzed hydroacylation reactions of C1-substituted oxabenzonorbornadienes with salicylaldehyde: an experimental and computational study

• Angel Ho,
• Austin Pounder,
• Krish Valluru,
• Leanne D. Chen and
• William Tam

Beilstein J. Org. Chem. 2022, 18, 251–261, doi:10.3762/bjoc.18.30

• the art and science of selective molecular engineering [1]. To date, organic synthesis has largely been governed by the interconversion of pre-existing functional groups through the use of more traditional transition-metal-catalyzed cross-coupling reactions [2][3][4][5]. Although these reactions have

New advances in asymmetric organocatalysis

• Radovan Šebesta

Beilstein J. Org. Chem. 2022, 18, 240–242, doi:10.3762/bjoc.18.28

• many reactions and a variety of organocatalysts can engage with them [18]. Nine excellent research articles within this special issue demonstrate the current state of the art in asymmetric organocatalysis. Chiral isothioureas became useful Lewis base catalysts for various transformations. Weinzierl and

The role of chemistry in the success of oligonucleotides as therapeutics

• Pawan Kumar and
• Tom Brown

Beilstein J. Org. Chem. 2022, 18, 197–199, doi:10.3762/bjoc.18.22

• and review articles from world-leading experts in the field. We hope the thematic issue will inspire readers and provide a state of the art background on emerging areas in the rapidly evolving therapeutic oligonucleotide field. Pawan Kumar and Tom Brown San Diego and Oxford, January 2022 Introduction

Regioselective synthesis of methyl 5-(N-Boc-cycloaminyl)-1,2-oxazole-4-carboxylates as new amino acid-like building blocks

• Jolita Bruzgulienė,
• Greta Račkauskienė,
• Aurimas Bieliauskas,
• Vaida Milišiūnaitė,
• Miglė Dagilienė,
• Gita Matulevičiūtė,
• Vytas Martynaitis,
• Sonata Krikštolaitytė,
• Frank A. Sløk and
• Algirdas Šačkus

Beilstein J. Org. Chem. 2022, 18, 102–109, doi:10.3762/bjoc.18.11

• correlations of compound 4a. Stacked chromatogram view of pairs of enantiomers with area, %: (R)-4b, ee 100% (tR = 10.1 min) and (S)-4c, ee 100% (tR = 9.6 min); conditions: CHIRAL ART Cellulose-SB (100 × 4.6 mm I.D., S-3 µm, chiral selector cellulose tris(3,5-dimethylphenylcarbamate), YMC); mobile phase: ACN

Earth-abundant 3d transition metals on the rise in catalysis

• Nikolaos Kaplaneris and
• Lutz Ackermann

Beilstein J. Org. Chem. 2022, 18, 86–88, doi:10.3762/bjoc.18.8

• syntheses, crop protection or medicinal chemistry. Particularly, cross-coupling reactions [1], as well as alkene and alkyne metathesis [2][3], have considerably changed the art of molecular synthesis, with a major impact on neighboring disciplines, such as molecular biology or materials sciences. Despite of

Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

• Alemayehu Gashaw Woldegiorgis and
• Xufeng Lin

Beilstein J. Org. Chem. 2021, 17, 2729–2764, doi:10.3762/bjoc.17.185

• important tool in asymmetric organic synthesis. This review summarizes the state of the art in the chiral phosphoric acid-catalyzed asymmetric synthesis of axially chiral biaryls, heterobiaryls, arylamines, arylalkenes or styrenes, spiranes, and allenes. These axially chiral compounds have attracted

GlycoBioinformatics

• Kiyoko F. Aoki-Kinoshita,
• Frédérique Lisacek,
• Niclas Karlsson,
• Daniel Kolarich and
• Nicolle H. Packer

Beilstein J. Org. Chem. 2021, 17, 2726–2728, doi:10.3762/bjoc.17.184

• that important life science questions more often than not include an element of “glyco”. For this thematic issue, we have assembled publications from world-renowned glycoscience researchers who are involved in the current state-of-the-art glycobioinformatics approaches that are needed to find solutions

Electron-rich triarylphosphines as nucleophilic catalysts for oxa-Michael reactions

• Susanne M. Fischer,
• Simon Renner,
• A. Daniel Boese and
• Christian Slugovc

Beilstein J. Org. Chem. 2021, 17, 1689–1697, doi:10.3762/bjoc.17.117

• disclosed here are an improvement compared to the state of the art. For example, addition product 1c has been obtained in 93% conversion before using 10 mol % TPP, 3 equiv c and heating the reaction mixture for 8 h under refluxing conditions [14]. However, with base catalysis (KOt-Bu) even better results

Co-crystallization of an organic solid and a tetraaryladamantane at room temperature

• Fabian Rami,
• Jan Nowak,
• Felix Krupp,
• Wolfgang Frey and
• Clemens Richert

Beilstein J. Org. Chem. 2021, 17, 1476–1480, doi:10.3762/bjoc.17.103

• organic compounds, and crystallization continues to be as much of an art as a science. Crystal engineering is a burgeoning field [1], but it continues to be challenging to predict the crystal system in which a compound will crystallize [2], the rate at which crystallization will occur, or the likelihood

Icilio Guareschi and his amazing “1897 reaction”

• Gian Cesare Tron,
• Alberto Minassi,
• Giovanni Sorba,
• Mara Fausone and
• Giovanni Appendino

Beilstein J. Org. Chem. 2021, 17, 1335–1351, doi:10.3762/bjoc.17.93

• involvement of Guareschi in the first edition of the Italian Pharmacopoeia was accompanied by the production of an extensive commentary to be used by both pharmacists and industrialists. In connection with his interest in chemistry and art, Guareschi described a color reaction for the selective detection of