29174-66-1Relevant articles and documents
Synthesis of new benzo[b]thieno fused ring systems via transition metal-mediated cyclisations
Mbere, Johana M.,Bremner, John B.,Skelton, Brian W.,White, Allan H.
, p. 6895 - 6900 (2011)
The compact synthesis of a new ring fused benzo[b]thieno derivative with an embedded nine-membered ring system via ring closing metathesis methodology is described. The preparation of the novel 11H-benzo[b]thieno[2,3-c]pyrrolo[2,3-a] indol-11-one via palladium-mediated oxidative cyclisation of benzo[b]thien-2-oyl indole derivatives is also reported.
Pd/ligand-free synthesis of thienopyranones via Cu-catalyzed coupling-cyclization in PEG 400 under ultrasound
Rao, Manam Sreenivasa,Haritha, Meda,Chandrasekhar,Basaveswara Rao, Mandava V.,Pal, Manojit
, p. 1660 - 1663 (2014/03/21)
A greener and practical synthesis of 5-substituted thieno[2,3-c]pyran-7- ones has been achieved via Cu-catalyzed coupling-cyclization of 3-iodothiophene-2-carboxylic acid with terminal alkynes in the presence of K2CO3 in PEG 400 under ultrasound irradiation. A range of thienopyranone derivatives were synthesized by using this inexpensive and Pd- and ligand-free methodology.
Synthesis of novel chiral thiophene-, benzothiophene- and benzofuran-oxazoline ligands and their use in the enantioselective Pd-catalyzed allylation
Tietze, Lutz F.,Lohmann, J. Klaas
, p. 2083 - 2085 (2007/10/03)
Novel thiophene, benzothiophene and benzofuran-oxazoline ligands 6-11 containing a diphenylphosphino group at different positions of the heterocyclic skeleton have been prepared and used in the enantioselective allylation. The advantage of these new ligands is their easy accessibility and their high reactivity. The best results were obtained with ligand 9 to give the product 13 in 97.0% ee with 92% yield in 2 hours at 0°C.
HETEROCYCLIZATION OF ACETYLENE DERIVATIVES BY THE ACTION OF SULFUR DIOXIDE AND HYDROGEN BROMIDE
Zborovskii, Yu. L.,Smirnov-Zamkov, I. V.,Staninets, V. I.
, p. 1617 - 1625 (2007/10/02)
Under the influence of sulfur dioxide and hydrogen bromide acetylenes activated by strong electron-withdrawing substituents undergo oxidative-reductive heterocyclization, leading to the formation of heterocyclic systems containing sulfide sulfur.The hydrogen bromide acts as reducing agent in these processes.The released bromine oxidizes the excess of sulfur dioxide to sulfuric acid.The reaction takes place by a heterolytic donor-acceptor mechanism.The addition of hydrogen bromide and sulfur dioxide to the CC bond evidently gives sulfinic acids, which are thenreduced to sulfenyl bromides.In the case of phenylacetylene derivatives intramolecular cyclization of the sulfenyl bromides leads to the formation of benzothiophenes.The dicyanoacetylene and acetylenedicarboxamide are converted into the corresponding isothiazoles.The heterocyclization of two molecules of sulfenyl bromide leads to the formation of 1,4-dithiin derivatives.
