Recent developments in the engineered biosynthesis of fungal meroterpenoids

• Zhiyang Quan and
• Takayoshi Awakawa

Beilstein J. Org. Chem. 2024, 20, 578–588, doi:10.3762/bjoc.20.50

• ) derived from andiconin, can be converted into emervaridone B (33) and anditomin (34), respectively (Figure 6). Subsequently, 33 can be further modified into emervaridone C (35), which can be oxidized to 37 or 38 (Figure 6). In contrast, 34 is converted to compounds 36a and 36b (Figure 6). These multistep

• reactions with several substrates illustrate the broad substrate specificity of SptF. To apply the high potential of SptF to generate a variety of oxidation products, meroterpenoids (39, 41, 42, 45, and 46) and terpenoids (49 and 52) were also used as unnatural substrates to construct a series of new

Decarboxylative 1,3-dipolar cycloaddition of amino acids for the synthesis of heterocyclic compounds

• Xiaofeng Zhang,
• Xiaoming Ma and
• Wei Zhang

Beilstein J. Org. Chem. 2023, 19, 1677–1693, doi:10.3762/bjoc.19.123

• -pot, and multistep reactions in the synthesis of heterocyclic compounds. The methods have advantages of using readily available starting materials, performing streamlined reactions, producing diverse product structures, and having high pot, atom, and step economy (PASE) [79][80][81] for the diversity

A recent overview on the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles

• Pezhman Shiri,
• Ali Mohammad Amani and
• Thomas Mayer-Gall

Beilstein J. Org. Chem. 2021, 17, 1600–1628, doi:10.3762/bjoc.17.114

• exploitation of triazole rings as beneficial directing groups to produce complex triazoles has been screened. Although the postfunctionalization of disubstituted 1,2,3-triazoles may include multistep reactions for the synthesis of this kind of products, it is an easy and efficient strategy (Scheme 1). The

One-pot and metal-free synthesis of 3-arylated-4-nitrophenols via polyfunctionalized cyclohexanones from β-nitrostyrenes

• Haruyasu Asahara,
• Minami Hiraishi and
• Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2020, 16, 1830–1836, doi:10.3762/bjoc.16.150

• [8][9]. However, these nitration methods are less effective because the yield of the desired product is reduced by the formation of regioisomers. Although the hydroxylation of 3-arylated-1-fluoro-4-nitrobenzene has also been reported as a related strategy, multistep reactions are necessary for

Low-budget 3D-printed equipment for continuous flow reactions

• Jochen M. Neumaier,
• Amiera Madani,
• Thomas Klein and
• Thomas Ziegler

Beilstein J. Org. Chem. 2019, 15, 558–566, doi:10.3762/bjoc.15.50

• like better mixing, more efficient heat transfer, and less scale-up problems [1]. For these reasons the number of publications in this field is rapidly increasing over the last decades. Another benefit of flow syntheses is the opportunity to perform multistep reactions with several reactors in a single

Synthesis and selected transformations of 2-unsubstituted 1-(adamantyloxy)imidazole 3-oxides: straightforward access to non-symmetric 1,3-dialkoxyimidazolium salts

• Grzegorz Mlostoń,
• Małgorzata Celeda,
• Katarzyna Urbaniak,
• Marcin Jasiński,
• Vladyslav Bakhonsky,
• Peter R. Schreiner and
• Heinz Heimgartner

Beilstein J. Org. Chem. 2019, 15, 497–505, doi:10.3762/bjoc.15.43

• importance of this procedure is reflected in the multistep reactions applied for the preparation of some bioactive imidazole derivatives [22][23]. However, the preparation of imidazole-2-thiones with N-alkoxy groups, starting with the corresponding 2-unsubstituted imidazole 3-oxides, has not yet been

A general and atom-efficient continuous-flow approach to prepare amines, amides and imines via reactive N-chloramines

• Katherine E. Jolley,
• Michael R. Chapman and
• A. John Blacker

Beilstein J. Org. Chem. 2018, 14, 2220–2228, doi:10.3762/bjoc.14.196

• therefore longer tres for slow reactions [7][8]. The use of CSTRs to carry out sequential or multistep reactions has been exploited by Ley and others [9][10][11]. The strategy is useful, since it has the potential to eliminate time-consuming and costly product isolations. In these systems, the reactants and

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents

• Ugo Azzena,
• Massimo Carraro,
• Gloria Modugno,
• Luisa Pisano and
• Luigi Urtis

Beilstein J. Org. Chem. 2018, 14, 1655–1659, doi:10.3762/bjoc.14.141

• one-pot reaction conditions. Keywords: green chemistry; green solvents; heterogeneous catalysts; multistep reactions; tetrahydropyranylation; Introduction Due to their general stability to a wide range of reagents and ease of removal, tetrahydropyranyl (THP) ethers are widely employed in multistep

Heterogeneous Pd catalysts as emulsifiers in Pickering emulsions for integrated multistep synthesis in flow chemistry

• Katharina Hiebler,
• Georg J. Lichtenegger,
• Manuel C. Maier,
• Eun Sung Park,
• Renie Gonzales-Groom,
• Bernard P. Binks and
• Heidrun Gruber-Woelfler

Beilstein J. Org. Chem. 2018, 14, 648–658, doi:10.3762/bjoc.14.52

• the Pickering emulsions for multistep reactions as well as on the proposed procedure for the synthesis of valsartan and sacubitril. Targeted integrated multistep synthesis of valsartan (1) and sacubitril (2). Particle size distribution of Ce0.495Sn0.495Pd0.01O2–δ after size reduction via milling and

Continuous multistep synthesis of 2-(azidomethyl)oxazoles

• Thaís A. Rossa,
• Nícolas S. Suveges,
• Marcus M. Sá,
• David Cantillo and
• C. Oliver Kappe

Beilstein J. Org. Chem. 2018, 14, 506–514, doi:10.3762/bjoc.14.36

• with unstable intermediates or reagents can be overcome with the use of continuous-flow chemistry. Continuous-flow processing has demonstrated to be an ideal tool for the development of uninterrupted multistep reactions [35][36][37]. The integration of several sequential steps can be readily achieved

Dialkyl dicyanofumarates and dicyanomaleates as versatile building blocks for synthetic organic chemistry and mechanistic studies

• Grzegorz Mlostoń and
• Heinz Heimgartner

Beilstein J. Org. Chem. 2017, 13, 2235–2251, doi:10.3762/bjoc.13.221

• dicyanofumarates and maleates as highly functionalized electron-deficient dipolarophiles, dienophiles and Michael acceptors is summarized. The importance for the studies on reaction mechanisms of cycloadditions is demonstrated. Multistep reactions with 1,2-diamines and β-aminoalcohols leading to diverse five- and

• exploration in mechanistic studies of their reactions. Similar to TCNE, these compounds are also attractive Michael acceptors with numerous applications for multistep reactions leading to heterocyclic products. The chemistry of E-1 and Z-1 has not been reviewed, and the goal of the present survey is to

One-pot multistep mechanochemical synthesis of fluorinated pyrazolones

• Joseph L. Howard,
• William Nicholson,
• Yerbol Sagatov and
• Duncan L. Browne

Beilstein J. Org. Chem. 2017, 13, 1950–1956, doi:10.3762/bjoc.13.189

• no isolation of intermediates or removal of side products [9]. One-pot procedures require the conditions for each step to be compatible with succeeding steps. Typical problems encountered when attempting to multistep reactions include solvent compatibility, or, issues with side products that can

On the strong difference in reactivity of acyclic and cyclic diazodiketones with thioketones: experimental results and quantum-chemical interpretation

• Andrey S. Mereshchenko,
• Alexey V. Ivanov,
• Viktor I. Baranovskii,
• Grzegorz Mloston,
• Ludmila L. Rodina and
• Valerij A. Nikolaev

Beilstein J. Org. Chem. 2015, 11, 504–513, doi:10.3762/bjoc.11.57

• case of thioketone 2b, all calculations were performed for the gas phase. Reactions with thiobenzophenone (2a) By comparison with the literature data [16][17][18], one can assume that the multistep reactions of DDC 1a–d and thione 2a are initiated by 1,3-cycloaddition of the diazogroup with the C=S

• cases the major products of the multistep reactions of diazo compounds 1 with thioketones 2 [14][15][19][20]. At the same time, at elevated temperatures (80 °C), where the reaction is thermodynamically controlled, the lowest energy reaction products are expected to be formed. Indeed, the reaction of

A new manganese-mediated, cobalt-catalyzed three-component synthesis of (diarylmethyl)sulfonamides

• Antoine Pignon,
• Erwan Le Gall and
• Thierry Martens

Beilstein J. Org. Chem. 2014, 10, 425–431, doi:10.3762/bjoc.10.39

• thioformamides [28], multistep reactions involving carbonyl compounds [29][30], intramolecular electrophilic arylation of lithiated ureas [31], and Petasis-type multicomponent reaction [32][33][34] have been reported for their preparation. Although these methods propose complementary approaches to the synthesis

3D-printed devices for continuous-flow organic chemistry

• Vincenza Dragone,
• Victor Sans,
• Mali H. Rosnes,
• Philip J. Kitson and
• Leroy Cronin

Beilstein J. Org. Chem. 2013, 9, 951–959, doi:10.3762/bjoc.9.109

• single-step as well as multistep reactions in flow. The chemical and thermal stability of PP makes this generation of custom built flow reactors suitable for the investigation of more complex chemistry. Therefore the next step will be to design and print reactionware devices tailored to selected

Chemistry of polyhalogenated nitrobutadienes, 10: Synthesis of highly functionalized heterocycles with a rigid 6-amino-3-azabicyclo[3.1.0]hexane moiety

• Viktor A. Zapol’skii,
• Jan C. Namyslo,
• Armin de Meijere and
• Dieter E. Kaufmann

Beilstein J. Org. Chem. 2012, 8, 621–628, doi:10.3762/bjoc.8.69

• pressure as well as some fine tuning of the catalyst/solvent system. To the best of our knowledge, the transformation observed for compound 12, i.e., the reduction of a 1-amino-2,2-dichlorovinyl group to an acetyl substituent, is hitherto unprecedented. However, the individual parts of these multistep

• reactions, namely the conversion of the 1-amino-2,2-dichlorovinyl group to a dichloromethyl ketone and, in addition, the reductive bisdechlorination of a dichloromethyl group were recently published by our group [5][43]. Conclusion Regioselective reactions of the nitrotrichlorobuta-1,3-dienes 3 and 4, some