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Search for "N-bromosuccinimide" in Full Text gives 83 result(s) in Beilstein Journal of Organic Chemistry.
Synthesis of trifunctional cyclo-β-tripeptide templates
Beilstein J. Org. Chem. 2012, 8, 1576–1583, doi:10.3762/bjoc.8.180
- amino acid, the resin was washed with DCM (3 × 3 mL) and the hydrazinobenzoyl linker was oxidized to the acyldiazene by stirring the resin in a solution of N-bromosuccinimide (0.249 g, 1.40 mmol, 2.00 equiv) and pyridine (113 μL, 1.40 mmol, 2.00 equiv) in DCM (3.50 mL) for 7 min. The resin was washed
On the bromination of the dihydroazulene/vinylheptafulvene photo-/thermoswitch
Beilstein J. Org. Chem. 2012, 8, 958–966, doi:10.3762/bjoc.8.108
- -DHA. Results: Radical bromination on two different VHFs by using N-bromosuccinimide/benzoyl peroxide and light, followed by a ring-closure reaction generated the corresponding 3-bromo-DHAs, as confirmed in one case by X-ray crystallography. According to a 1H NMR spectroscopic study, the ring closure
- preparative scale, which is more tedious when employing a light source. Along this line, we became interested in investigating the possibility of brominating the VHF 2. It was previously shown by Kuroda and Asao [11] that the related VHF 5 underwent bromination by N-bromosuccinimide (NBS) to form the product
- functionalization of DHA [3][5][6][7][8]. HMDS = hexamethyldisilazide. Bromination of VHF [11]. NBS = N-bromosuccinimide. Radical and ionic brominations of VHF. Synthesis of 3,7-dibromo-DHA. Synthesis of a 3,7-dibromoazulene. Regioselective Sonogashira and Suzuki couplings. RuPhos = 2-dicyclohexylphosphino-2',6
Sexithiophenes as efficient luminescence quenchers of quantum dots
Beilstein J. Org. Chem. 2011, 7, 1722–1731, doi:10.3762/bjoc.7.202
- compounds 2a, 2b and 3 were prepared according to our previously reported procedure [14]. 5-(5-Bromothiophen-2-yl)-7-(5-hexylthiophen-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dithiine (4a) To a solution of 3a (0.62 g, 1.47 mmol) in tetrahydrofuran/glacial acetic acid (1:1 v/v, 40 mL), was added N-bromosuccinimide
- ; found, 500.9676. 5-(5-Bromothiophen-2-yl)-7-(5-methylthiophen-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dithiine (4b) Compound 4b was prepared as described for 4a from compound 3b (0.89 g, 2.50 mmol), in tetrahydrofuran/glacial acetic acid (1:1 v/v, 40 mL), and N-bromosuccinimide (0.45 g, 2.50 mmol) to afford
- [3,4-b][1,4]dithiine (6) To a solution of the terthiophene 5 (1.94 g, 5.2 mmol), in tetrahydrofuran/glacial acetic acid (1:1 v/v, 100 mL) was added N-bromosuccinimide (2.04 g, 11.5 mmol) portionwise, in the dark and under rapid stirring. The reaction mixture was stirred for 2 h after which water (150
Structural conditions required for the bridge lithiation and substitution of a basic calix[4]arene
Beilstein J. Org. Chem. 2011, 7, 1602–1608, doi:10.3762/bjoc.7.188
- ], whereas we follow a route involving the formation of a methylene carbanion through lithiation, which by nucleophilic substitution forms the desired bridge-substituted calixarenes [4][5]. While the number of substituted methylene atoms in the first protocol depends clearly on the amount of N
- -bromosuccinimide used, surprisingly only monosubstitution of the chalice is observed by application of the lithiation technique, independent of the amount of n-BuLi. However, twofold substitution on opposite methylene bridges can be achieved by successive application of the latter technique [6]. This may suggest
Total synthesis of (±)-coerulescine and (±)-horsfiline
Beilstein J. Org. Chem. 2010, 6, 876–879, doi:10.3762/bjoc.6.103
- include the following oxidative rearrangements: lead tetraacetate [3], sodium tungstate [11], tert-butyl hypochlorite [12] and N-bromosuccinimide [13]. Other approaches involve the Mannich reaction [14], ring expansion reactions [15][16], 1,3-dipolar [3 + 2] cycloadditions [17][18][19], intramolecular
- 14. Finally, chemoselective reduction of amide 14 with n-BuLi and LAH (under the conditions reported in [27]) gave coerulescine. Compound 1, on treatment with N-bromosuccinimide, gave the 5-bromo derivative, which upon heating with sodium methoxide in the presence of cuprous iodide gave horsfiline in
Conjugated polymers containing diketopyrrolopyrrole units in the main chain
Beilstein J. Org. Chem. 2010, 6, 830–845, doi:10.3762/bjoc.6.92
- arylamine. The bromination of aryl units is important for the subsequent palladium-catalyzed coupling reaction. If the aryl unit is thiophene, direct bromination with N-bromosuccinimide is possible to yield monomer M-3 [16]. For the preparation of conjugated DPP-based polymers, palladium-catalyzed
Synthesis of deep- cavity fluorous calix[4]arenes as molecular recognition scaffolds
Beilstein J. Org. Chem. 2008, 4, No. 36, doi:10.3762/bjoc.4.36
- , particularly palladium catalyzed cross coupling reactions, including Kumada, Negishi, and Suzuki processes which can be used to append aromatic rings onto the molecule [30][31]. Therefore, 3b was treated with N-bromosuccinimide (NBS) in methyl ethyl ketone (MEK) [32] to give the bromide 4 in 87% yield
Dimerization of propargyl and homopropargyl 6-azido- 6-deoxy- glycosides upon 1,3-dipolar cycloaddition
Beilstein J. Org. Chem. 2008, 4, No. 30, doi:10.3762/bjoc.4.30
- was deacetylated and treated with N-bromosuccinimide and triphenylphosphine in DMF according to Hanessian's procedure [19] followed by reacetylation of the OH-groups with acetic anhydride in pyridine to afford 2-propynyl 6-bromo-6-deoxy-2,3,4-tri-O-acetyl-β-D-glucopyranoside (3a'') in 60% yield. Next
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