84645-80-7Relevant academic research and scientific papers
Structural and computational studies of geometric isomers of 2-(4-methoxystyryl)-1,3-benzothiazole and preparation of their complexes with zinc halides
Dakovi?, Marijana,?i?ak, Helena,Soldin, ?eljka,Trali?-Kulenovi?, Vesna
experimental part, p. 125 - 132 (2010/04/01)
The 2-(4-methoxystyryl)-1,3-benzothiazole (MeO-sbt) and its complexes with zinc halides of general formula [ZnX2(MeO-sbt)2], X = Cl, Br, I, are prepared. Crystal structure of both geometric isomers cis-2-(4-methoxystyryl)-1,3-benzoth
An efficient acid- and metal-free one-pot synthesis of benzothiazoles from carboxylic acids
Rudrawar, Santosh,Kondaskar, Atul,Chakraborti, Asit K.
, p. 2521 - 2526 (2007/10/03)
Carboxylic acids are converted to benzothiazoles in a one-pot reaction with thionyl chloride followed by treatment with 2-aminothiophenol under acid- and catalyst-free conditions. Georg Thieme Verlag Stuttgart.
An efficient synthesis of benzothiazoles by direct condensation of carboxylic acids with 2-aminothiophenol under microwave irradiation
Chakraborti, Asit K.,Selvam,Kaur, Gurmeet,Bhagat, Srikant
, p. 851 - 855 (2007/10/03)
Carboxylic acids are converted to benzothiazoles by direct condensation with 2-aminothiophenol under microwave irradiation in the absence of solvent.
Palladium-copper catalyzed synthesis of benzofused heterocycles with two heteroatoms: Novel and highly regio- and stereoselective syntheses of (E)-2-(2-arylvinyl)-3-tosyl-2,3-dihydro-1,3-benzothiazoles and (E)-2-alkyl(aryl)idene-3,4-dihydro-2H-1,4-benzothiazines
Kundu,Nandi
, p. 4563 - 4575 (2007/10/03)
A highly novel, general, and convenient palladium and copper-catalyzed procedure has been developed for the synthesis of (E)-2-(2-arylvinyl)-3-tosyl-2,3-dihydro-1,3-benzothiazoles 28-40. 3-(2-Aminophenylthio)prop-1-yne 1 reacts with aryl iodides 2-14 under palladium-copper catalysis to yield the disubstituted alkynes 15-27 which after tosylation undergo a novel cyclization with CuI in the presence of triethylamine in THF to (E)-2-(2-arylvinyl)-3-tosyl-2,3-dihydro-1,3-benzothiazoles 28-40 rather than to the expected 3-alkylidene-4-tosyl-3,4-dihydro-2H-1,4-benzothiazines 41. The reaction is highly regio- and stereoselective. The synthesis of 2-(2-arylethyl)-3-tosylbenzothiazolines 42-47, 2-(2-arylvinyl)benzothiazoles 48-54, and a novel 5-substituted uracil derivative 55 of potential biological importance is also being reported. Similarly,the palladium-copper-catalyzed arylation of S-[2-(N-prop-2′-ynyl)aminophenyl]-N,N-dimethylthiocarbamate 58 with aryl iodides yields the disubstituted alkynes 59 which on cyclization with KOH in methanol leads to (E)-2-(2-aryl)methylidene-3,4-dihydro-2H-1,4-benzothiazines 61. The reaction of the diiodo compounds 12-14a, however, with 58 under palladium-copper-catalyzed reactions involves the participation of only one of the iodo groups in the heteroannulation process giving compounds 61i and 61j. These are amenable to further palladium-catalyzed reactions and afford polyunsaturated heteroaromatic compounds 62 and 63.
Styryl and azastyryl 1,3-benzazoles with antihelmitic activity
Cuadro,Perez-Butragueno,Pastor-Maeso,Varez-Builla,Martinez-Grueiro,Martinez-Fernandez
, p. 477 - 488 (2007/10/02)
New 2-benzylideneimino- and 2-styryl-1,3-benzimidazole and benzothiazole derivatives have been prepared and tested in vitro against Caenorhabditis elegans, and Heligmosomoides polygyrus, showing some of them, interesting properties as inhibitors, which were not observed in the complementary in vivo tests. In order to rationalize the activity, log P was measured for all compounds, and QSAR models were developed, allowing the optimisation of the in vitro activity.
