554-14-3Relevant articles and documents
Conversion of 2-Methylfuran to 2-Methylthiophene over Molecular Sieves. Part 1. - Alkaline Y-Zeolites
Ferino, Italo,Monaci, Roberto,Solinas, Vincenzo,Oliva, Cesare,Pieri, Ilaria,Forni, Lucio
, p. 193 - 198 (1990)
The use of MeI Y zeolites (MeI = Li, Na, K, Rb, Cs) for the title reaction has been studied at 623 K and atmospheric pressure, looking at the effect of the nature of monovalent alkali-metal ions on both physico-chemical and catalytic properties of the resulting catalyst.The catalyst is very active and selective and, after ageing, it can be regenerated quite easily by a proper redox treatment.Besides the desired product, small amounts to traces of ca. 30 byproducts were detected, the structure of which can be explained only by admitting two different parallel reactions, one based on a ionic-type and the other on a radical-type mechanism.Some hypotheses are proposed on the possible start-up of such mechanisms, based on different adsorption modes of H2S onto the catalyst surface.
Gas-phase pyrolysis of thiopheneacetic acids, thienylethanols, and related compounds - Protophilicity of ring π-electrons and relative acidities of hydrogen-bond donors of hydroxyl groups
Al-Juwaiser, Ibtehal A.,Al-Awadi, Nouria A.,El-Dusouqui, Osman M.E.
, p. 499 - 503 (2002)
Based on kinetic data of thermal gas-phase elimination reactions, the following Arrhenius log A (s-1) and Ea (kJ mol-1) values, respectively, are obtained: 10.76 and 153.5 for 3-thiopheneacetic acid (1), 10.08 and 149.4 for 2-thiopheneacetic acid (2), 12.04 and 207.1 for 2-(3-thienyl)ethanol (3), 11.55 and 203.3 for 2-(2-thienyl)ethanol (4), 10.91 and 123.4 for 2-thiopheneglyoxylic acid (5), 11.05 and 223.8 for 1-(2-thienyl)propan-1-one (6), and 10.33 and 149.8 for 3-thiophenemalonic acid (7). The products of these pyrolytic reactions were either carbon dioxide or formaldehyde in addition to methylthiophene or thiophenecarboxaldehyde. Both positional and molecular reactivities of the substrates and related compounds are compared, and the results are rationalized on the basis of a reaction pathway involving a concerted six-membered transition state.
Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines
Bouarfa, Salima,Bentabed-Ababsa, Ghenia,Erb, William,Picot, Laurent,Thiéry, Valérie,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence
, p. 1271 - 1284 (2020/11/09)
N-Arylation of various 2-acylated anilines with different electron-rich heteroaryl iodides (2- A nd 3-iodothiophenes, 2- A nd 3-iodobenzothiophenes?-, 2-iodobenzofuran) was achieved by using activated copper and potassium carbonate in dibutyl ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl or C3-free (benzo)furyl derivatives?-, affording original tri- A nd tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors.
Catalytic hydrodebromination of aryl bromides by cobalt tetra-butyl porphyrin complexes with EtOH
Chen, Chen,Zuo, Huiping,Chan, Kin Shing
, p. 510 - 517 (2019/01/04)
Hydrodebromination of aryl bromides catalyzed by electron rich and sterically unhindered cobalt 5,10,15,20-tetrabutylporphyrin was achieved at mild conditions in good yields employing EtOH as the hydrogen source. The catalytic efficiency was enhanced compared with previously reported by cobalt tetra-aryl porphyrin catalysts. A revised mechanism of single electron transfer was proposed.
