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

• reported in 2013 [58]. Their syntheses began with our standard synthesis of a 1,8-diketone 74 having a thiophene in place of a benzenoid aromatic group (Scheme 11). Reaction of the zinc-complex 59 with four mol equivalents of α-bromoketone 72 gave the diketone 74 in 80% yield, subsequent ring closure of

Synthesis of new, highly luminescent bis(2,2’-bithiophen-5-yl) substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole

• Anastasia S. Kostyuchenko,
• Vyacheslav L.Yurpalov,
• Aleksandra Kurowska,
• Wojciech Domagala,
• Adam Pron and
• Alexander S. Fisyuk

Beilstein J. Org. Chem. 2014, 10, 1596–1602, doi:10.3762/bjoc.10.165

• reconstruction takes place upon their optical excitation, the dominant reason being the bond order switching accompanying the benzenoid–quinoid transition. Small differences in the magnitude of this shift are observed arranging in a sequence 15 > 18 > 13 ≈ 14, and scaling well with the atomic radii of the azole

Aza-Diels–Alder reaction between N-aryl-1-oxo-1H-isoindolium ions and tert-enamides: Steric effects on reaction outcome

• Amitabh Jha,
• Ting-Yi Chou,
• Zainab ALJaroudi,
• Bobby D. Ellis and
• T. Stanley Cameron

Beilstein J. Org. Chem. 2014, 10, 848–857, doi:10.3762/bjoc.10.81

• more reactive as the resonance forms of the putative intermediate retain benzenoid character of one aromatic ring [41]. Another observation that further supports the inverse-electron demand aza-Diels–Alder mechanism is the diastereoselectivity shown in these reactions. All compounds in series 1 and 2

Gold-catalyzed cyclization of allenyl acetal derivatives

• Dhananjayan Vasu,
• Samir Kundlik Pawar and
• Rai-Shung Liu

Beilstein J. Org. Chem. 2013, 9, 1751–1756, doi:10.3762/bjoc.9.202

• desired 6b in 96% yield. The reaction worked also with 5c and 5d bearing a cyclohexyl bridge, delivering the desired products 6c and 6d in 78% and 72% yields, respectively (Table 3, entries 2 and 3). We tested the reaction with the benzenoid substrates 5e–5g, giving the corresponding enones 6e–6g in 63–78

Selectivity in C-alkylation of dianions of protected 6-methyluridine

• Ngoc Hoa Nguyen,
• Christophe Len,
• Anne-Sophie Castanet and
• Jacques Mortier

Beilstein J. Org. Chem. 2011, 7, 1228–1233, doi:10.3762/bjoc.7.143

• Li2CuCl4 [16][17][18] to 11 followed by quenching with 4-bromobut-1-ene failed to produce 3a. Consequently, lateral lithiations were examined. Lateral lithiation of benzenoid aromatics requires a stabilizing group capable of either delocalizing negative charge or stabilizing an organolithium by

A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas

• Keith Smith,
• Gamal A. El-Hiti,
• Amany S. Hegazy and
• Benson Kariuki

Beilstein J. Org. Chem. 2011, 7, 1219–1227, doi:10.3762/bjoc.7.142

• -benzylbenzamides gives intermediates that cyclise to form de-aromatised species. Oxidation to re-aromatise the benzenoid system, followed by treatment with trifluoroacetic acid to remove the tert-butyl group, gives the corresponding isoindolin-1-ones (Scheme 2) [45]. However, this approach gives more modest yields

Functionalization of anthracene: A selective route to brominated 1,4-anthraquinones

• Kiymet Berkil Akar,
• Osman Cakmak,
• Orhan Büyükgüngör and
• Ertan Sahin

Beilstein J. Org. Chem. 2011, 7, 1036–1045, doi:10.3762/bjoc.7.118

• substitution; Introduction Our sustained interest in benzenoid aromatic compounds with high bromine content has led to the development of a regio- and stereoselective bromination method for aromatic compounds. Recently, we demonstrated the selective bromination of 9,10-dibromoanthracene (1) to give

A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative

• Nimalini D. Moirangthem and
• Warjeet S. Laitonjam

Beilstein J. Org. Chem. 2010, 6, 1056–1060, doi:10.3762/bjoc.6.120

• Nimalini D. Moirangthem Warjeet S. Laitonjam Department of Chemistry, Manipur University, Canchipur 795 003, Manipur, India 10.3762/bjoc.6.120 Abstract A new and facile synthesis of 2-thioxoquinazolin-4-ones by introducing a benzenoid system in the pyrimidine moiety by reacting ethoxymethylene

• derivatives of 1,3-diarylthiobarbituric acids (DTBA) with active methylene compounds, such as malononitrile and ethyl cyanoacetate, in presence of ZnCl2 has been developed. Keywords: benzenoid; ethylcyanoacetate; malononitrile; pyrimidine; 2-thioxoquinazolin-4-ones; Introduction Quinazolines and derivatives