Search results
Search for "sulfurization" in Full Text gives 10 result(s) in Beilstein Journal of Organic Chemistry.
A new analog of dihydroxybenzoic acid from Saccharopolyspora sp. KR21-0001
Beilstein J. Org. Chem. 2024, 20, 497–503, doi:10.3762/bjoc.20.44
- wavelengths of 200 to 800 nm. Optical rotation was measured using a P-2200 polarimeter (JASCO). De-sulfurization and hydrolyzation KR21-0001A (1) (1 mg) was dissolved in EtOH (0.5 mL) and treated with skeletal Ni (1 mg). The reaction mixture was stirred for 13 h at room temperature under H2 (Figure S6
Eschenmoser coupling reactions starting from primary thioamides. When do they work and when not?
Beilstein J. Org. Chem. 2023, 19, 808–819, doi:10.3762/bjoc.19.61
- commercially available benzonitriles [39] or by thionation of the corresponding N-substituted amides [40] using pyridine–P4S10 as sulfurization agent. Other chemicals and solvents were purchased from Acros Organics, Sigma-Aldrich, and Fluorochem and were used as received. 1H and 13C (APT) NMR spectra were
Synthetic strategies for the preparation of γ-phostams: 1,2-azaphospholidine 2-oxides and 1,2-azaphospholine 2-oxides
Beilstein J. Org. Chem. 2022, 18, 889–915, doi:10.3762/bjoc.18.90
- peroxide and sulfurization with sulfur, respectively (Scheme 16) [37][38]. Synthesis via formation of the C–C bond neighboring at the ring phosphorus atom In 1984, Collins and co-workers attempted the synthesis of benzo-γ-phosphonolactams 56a and 93 from (chloromethyl)(phenyl)-N-methyl-N
Beyond ribose and phosphate: Selected nucleic acid modifications for structure–function investigations and therapeutic applications
Beilstein J. Org. Chem. 2021, 17, 908–931, doi:10.3762/bjoc.17.76
- monobenzoylethanedithiol. The 3'-phosphorothioamidites are incorporated into an oligonucleotide by standard solid-phase synthesis conditions, however, the oxidation step is replaced with sulfurization by elemental sulfur (Scheme 2) [85]. It should be noted that more efficient sulfurization agents exist with faster
Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions
Beilstein J. Org. Chem. 2021, 17, 866–872, doi:10.3762/bjoc.17.72
- mixture of Ph2P(O)PPh2 (1, 0.6 mmol) and 1-octyne (2a, 0.4 mmol) was irradiated with a xenon lamp. After 40 hours, sulfurization of the addition product was performed to afford the phosphinylphosphination product 3a in 45% yield, confirmed by 31P NMR spectroscopy (Scheme 2) [47]. Next, the reaction was
Synthesis of (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones using an Eschenmoser coupling reaction
Beilstein J. Org. Chem. 2021, 17, 527–539, doi:10.3762/bjoc.17.47
- pyridine–P4S10 as sulfurization agent. The tertiary thiobenzamides 4a–c were synthetized by a one-pot acylation/thionation from the corresponding acid chlorides and dimethylamine [55]. Other chemicals and solvents were purchased from Acros Organics, Sigma-Aldrich, or Fluorochem and were used as received
Synthetic strategies of phosphonodepsipeptides
Beilstein J. Org. Chem. 2021, 17, 461–484, doi:10.3762/bjoc.17.41
- phosphonochloridite 196 was then further reacted with methyl (S)-lactate ((S)-106b) followed by sulfurization with sulfur, affording the phosphonodepsithioxopeptide 198 in a one-pot activation–coupling–oxidation procedure (Scheme 36) [55]. Although it was mentioned that the phosphonochloridites were a more active
Synthesis of oligonucleotides on a soluble support
Beilstein J. Org. Chem. 2017, 13, 1368–1387, doi:10.3762/bjoc.13.134
- oligonucleotide phosphorothioates Phosphorothioate oligonucleotides have largely been synthesized by the same approaches as their oxygen counterparts. In fact, the only major difference is that oxidative sulfurization has been applied instead of oxidation. For example, when the phosphoramidite chemistry on a
- precipitative PEG support was applied, tetraethylthiuram disulfide (TETD; 0.5 mol L−1 in MeCN; 10-fold excess) was used as the sulfurization reagent [66] instead of tert-butyl hydroperoxide used for the oxidation in the synthesis of unmodified ODNs [51]. On using 2.5 equiv of phosphoramidites for coupling, a
- was 99% on using 3.0 equiv of the dimeric building block [67]. The resulting phosphite triester was after each coupling oxidatively sulfurized with a 10-fold excess of diethyldithiocarbonate disulfide (DDD) [68]. The capping step after each sulfurization was carried out at 0 °C to avoid cleavage of
Nucleic acids through condensation of nucleosides and phosphorous acid in the presence of sulfur
Beilstein J. Org. Chem. 2016, 12, 670–673, doi:10.3762/bjoc.12.67
- elemental sulfur. Desulfurization and subsequent digestion of the products by P1 nuclease revealed that nearly 80% of the internucleosidic linkages thus formed were of the canonical 3´,5´-type. Keywords: H-phosphonate; nucleic acid; polymerization; phosphite; sulfurization; Introduction Arguably the most
- had H-phosphonothioate, rather than phosphate termini. Evidently sulfurization and esterification of H-phosphonate monoesters compete under the experimental conditions. Determination of the regiochemistry of the phosphorothioate linkages To establish the regiochemistry of the phosphorothioate linkages
Synthesis of dinucleoside acylphosphonites by phosphonodiamidite chemistry and investigation of phosphorus epimerization
Beilstein J. Org. Chem. 2015, 11, 184–191, doi:10.3762/bjoc.11.19
- interference has also been described [24]. We recently reported the synthesis of a number of chiral disulfide sulfurizing reagents [25] and the results of the sulfurization of phosphite triesters in order to look for stereoselectivity [26]. In order to change such a method into a practical synthesis route for
- P-chiral phosphorothioates, a trivalent dinucleoside phosphorus moiety is required that undergoes rapid epimerization under the sulfurization conditions – that is, the goal was to carry out a dynamic kinetic resolution with formation of a single epimeric phosphorothioate. In order to carry out the
Other Beilstein-Institut Open Science Activities
