Bis(vinylenedithio)tetrathiafulvalene analogues of BEDT-TTF

• Erdal Ertas,
• İlknur Demirtas and
• Turan Ozturk

Beilstein J. Org. Chem. 2015, 11, 403–415, doi:10.3762/bjoc.11.46

• produce 13 as a minor product through the intermediate 12 by the loss of elemental sulfur. The reaction of a series of 1,8-diketones with LR 15 or P4S10 was further explored in 2003 [53]. With both reactants, 1,4-dithiin 11 was obtained as a major and thiophene 13 as a minor product along with the side

• removal of elemental sulfur (Scheme 3). The other side products 18 and 19 were possibly formed from the reaction of 10 with 20, leading to formation of 23 and 24, rearrangement of which would then produce 18 and 19. Moreover, rearrangement of 10 via 25 would result in the formation of 16. The structures

Synthesis of dinucleoside acylphosphonites by phosphonodiamidite chemistry and investigation of phosphorus epimerization

• William H. Hersh

Beilstein J. Org. Chem. 2015, 11, 184–191, doi:10.3762/bjoc.11.19

• by elemental sulfur [43]. As shown in Scheme 3, oxidation of 12 and 13 with anhydrous tert-butyl hydroperoxide gave the acylphosphonates 14 and 15. These products were immediately hydrolyzed by addition of approximately 2 equiv of aqueous triethylammonium bicarbonate (TEAB) to give the H-phosphonate

Dimerisation, rhodium complex formation and rearrangements of N-heterocyclic carbenes of indazoles

• Zong Guan,
• Jan C. Namyslo,
• Martin H. H. Drafz,
• Martin Nieger and
• Andreas Schmidt

Beilstein J. Org. Chem. 2014, 10, 832–840, doi:10.3762/bjoc.10.79

• depends on the choice of potential reaction partners, but also on its substitution pattern and the reaction conditions. As examples, when N1 is substituted with a methyl group, the carbene can be trapped by elemental sulfur, isocyanates, and isothiocyanates which form indazolethione 4, indazolium-3

New hydrogen-bonding organocatalysts: Chiral cyclophosphazanes and phosphorus amides as catalysts for asymmetric Michael additions

• Helge Klare,
• Jörg M. Neudörfl and
• Bernd Goldfuss

Beilstein J. Org. Chem. 2014, 10, 224–236, doi:10.3762/bjoc.10.18

• stirring at this temperature for 1 h, the mixture was allowed to warm to room temperature and stirred for further 16 h. The resulting suspension was filtered under argon and the filtrate concentrated in vacuo. The residue was redissolved in toluene (5 mL), elemental sulfur was added (90 mg, 2.8 mmol) and

• resulting suspension was filtered under argon and the filtrate concentrated in vacuo. The residue was redissolved in toluene (10 mL), elemental sulfur was added (96 mg, 3 mmol) and stirred for 16 h at 50 °C. The solvent was removed in vacuo and the crude product was purified by column chromatography on

Recent advances in transition metal-catalyzed Csp²-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation

• Grégory Landelle,
• Armen Panossian,
• Sergiy Pazenok,
• Jean-Pierre Vors and
• Frédéric R. Leroux

Beilstein J. Org. Chem. 2013, 9, 2476–2536, doi:10.3762/bjoc.9.287

An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles

• Alexandre Jean,
• Jérôme Blanchet,
• Jacques Rouden,
• Jacques Maddaluno and
• Michaël De Paolis

Beilstein J. Org. Chem. 2013, 9, 1480–1486, doi:10.3762/bjoc.9.168

• position with elemental sulfur [28] or SeO2 failed, the oxidation of this methylene position was regioselectively carried out by treatment of 5a–e with (NH4)2Ce(NO3)6 (CAN), delivering the alcohols 9a–e (Scheme 6). The methylene oxidation was especially efficient with substrates containing mononitrogenated

Isotopically labeled sulfur compounds and synthetic selenium and tellurium analogues to study sulfur metabolism in marine bacteria

• Nelson L. Brock,
• Christian A. Citron,
• Claudia Zell,
• Martine Berger,
• Irene Wagner-Döbler,
• Jörn Petersen,
• Thorsten Brinkhoff,
• Meinhard Simon and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2013, 9, 942–950, doi:10.3762/bjoc.9.108

• -serine to L-cysteine. Elemental sulfur, hydrogen sulfide, or thiosulfate can be funneled via the lithotrophic sulfur oxidation (Sox) pathway to sulfate [18][19][20][21][22]. Analogous degradation steps for the selenium and tellurium derivatives of DMSP (dimethylseleniopropionate, DMSeP, and

Synthesis of 2,3-dihydronaphtho[2,3-d][1,3]thiazole-4,9-diones and 2,3-dihydroanthra[2,3-d][1,3]thiazole-4,11-diones and novel ring contraction and fusion reaction of 3H-spiro[1,3-thiazole-2,1'-cyclohexanes] into 2,3,4,5-tetrahydro-1H-carbazole-6,11-diones

• Lidia S. Konstantinova,
• Kirill A. Lysov,
• Ljudmila I. Souvorova and
• Oleg A. Rakitin

Beilstein J. Org. Chem. 2013, 9, 577–584, doi:10.3762/bjoc.9.62

• , there exists only a single example of the thiazole conversion to thiazole-2-thione, i.e., heating of 3-methyl-2,3-dihydro-1,3-benzothiazole with elemental sulfur at 200 °C for 0.5 h giving 3-methyl-1,3-benzothiazole-2(3H)-thione [17]. We described a similar conversion of the methylene group to

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

• nucleophilic substitution reactions as described above, it was of interest to incorporate a persubstituted diene unit as in 3 and 4 into a heterocycle. For example, the isothiazole 17 was obtained from the nitrodiene 3 upon treatment with elemental sulfur at 200 °C [23]. Subsequent reaction with fuming nitric

Multicomponent reaction access to complex quinolines via oxidation of the Povarov adducts

• Esther Vicente-García,
• Rosario Ramón,
• Sara Preciado and
• Rodolfo Lavilla

Beilstein J. Org. Chem. 2011, 7, 980–987, doi:10.3762/bjoc.7.110

• aromatic species. The literature contains scattered reports of the use of oxidants for this transformation: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), ceric ammonium nitrate (CAN), nitrobenzene, elemental sulfur, palladium and manganese dioxide among others, all of them far from being ideally suited

• the Povarov MCR without oxidative interference [18]. The same trend (oxidation–fragmentation) can be observed using nitrobenzene [21] as the oxidant. Analogously, elemental sulfur and palladium, although requiring drastic conditions, also lead to the fragmented quinolines when the substrates bear O

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

• Marcus Baumann,
• Ian R. Baxendale,
• Steven V. Ley and
• Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

Synthesis, electronic properties and self-assembly on Au{111} of thiolated (oligo)phenothiazines

• Adam W. Franz,
• Svetlana Stoycheva,
• Michael Himmelhaus and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2010, 6, No. 72, doi:10.3762/bjoc.6.72

• accomplished according to a standard protocol [18]. Thus, solutions of bromo phenothiazines 1 [32][52] were cooled to −78 °C and reacted with n-BuLi (1a and 1b) or t-BuLi (1c–e and 3), respectively, to give the corresponding lithio phenothiazines via bromine–lithium exchange. Subsequent addition of elemental

• sulfur, followed by stirring for 5 min at −78 °C, and the addition of freshly distilled acetyl chloride furnished the desired (oligo)phenothiazinyl thioacetates 2 and 4 in moderate to good yields (Scheme 1). However, in the case of dyad 1c thiolation was only accomplished by addition of acetylsulfur