- Synthesis and two-photon-excited fluorescence of benzothiazole-based compounds with various π-electron donors
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We have synthesized a series of new D-π-A compounds that feature various electron donors and a fixed benzothiazolyl unit as an electron acceptor. The crystal structure of compound 3 [trans,trans-2-{4-[(4-N-carbazolyl)styryl]styryl}-1,3-benzothiazole, CSSB
- Cao, Du-Xia,Fang, Qi,Wang, Dong,Liu, Zhi-Qiang,Xue, Gang,Xu, Gui-Bao,Yu, Wen-Tao
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- Br?nsted acid-catalysed conjugate addition of photochemically generated α-amino radicals to alkenylpyridines
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The conjugate addition of α-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Br?nsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transientl
- Hepburn, Hamish B.,Melchiorre, Paolo
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supporting information
p. 3520 - 3523
(2016/03/04)
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- An efficient desulfitative C-C cross coupling of fused thiazolidine-2-thione with boronic acids and boronic acid pinacol esters: Formation of fused thiazoles
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An efficient Pd(0)-catalyzed Cu(i)-mediated desulfitative C-C cross-coupling of benzo-fused thiazolidine-2-thione with boronic acids under neutral Liebeskind-Srogl conditions is described. The desulfitative cross coupling of boronic acid pinacol esters has also been demonstrated with fused thiazolidine-2-thione under basic conditions to afford fused thiazoles with good to excellent yields.
- Rajaguru, Kandasamy,Mariappan, Arumugam,Manjusri, Ramachandran,Muthusubramanian, Shanmugam,Bhuvanesh, Nattamai
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p. 86832 - 86839
(2015/11/03)
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- 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
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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.
- Kundu,Nandi
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p. 4563 - 4575
(2007/10/03)
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- Influence of the vinyl group on the calcium antagonistic activity of analogues of Fostedil
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Four aryl vinyl diethyl benzylphosphonates related to Fostedil were synthesized and evalued for their in vitro calcium-inhibitory activity.None of these compounds exhibited any calcium antagonistic profile.Unlike a series of diethyl-styryl benzylphosphona
- Tchani, G.,Baziard-Mouysset, G.,Stigliani, J. L.,Payard, M.,Bonnafous, R.,Tisne-Versailles, J.
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p. 173 - 179
(2007/10/02)
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- Styryl and azastyryl 1,3-benzazoles with antihelmitic activity
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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.
- Cuadro,Perez-Butragueno,Pastor-Maeso,Varez-Builla,Martinez-Grueiro,Martinez-Fernandez
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p. 477 - 488
(2007/10/02)
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