318-69-4Relevant academic research and scientific papers
Thiolate-Initiated Synthesis of Dibenzothiophenes from 2,2′-Bis(methylthio)-1,1′-Biaryl Derivatives through Cleavage of Two Carbon-Sulfur Bonds
Chatani, Naoto,Kawashima, Yuki,Kodama, Takuya,Masuya, Yoshihiro,Tobisu, Mamoru
, p. 1995 - 1999 (2019/10/22)
A catalytic reaction involving the cleavage of two carbon-sulfur bonds in 2,2′-bis(methylthio)-1,1′-biaryl derivatives is reported. This reaction does not require a transition-metal catalyst and is promoted by a thiolate anion. Notably, based on DFT calculations, the product-forming cyclization step is shown to proceed through a concerted nucleophilic aromatic substitution (CS N Ar) mechanism.
Synthesis of functionalized dibenzothiophenes- An efficient three-step approach based on Pd-catalyzed C-C and C-S bond formations
Jepsen, Tue Heesgaard,Larsen, Mogens,Jorgensen, Morten,Solanko, Katarzyna A.,Bond, Andrew D.,Kadziola, Anders,Nielsen, Mogens Brondsted
, p. 53 - 57 (2011/03/21)
A novel and efficient three-step protocol for synthesizing functionalized dibenzothiophenes (DBTs) from common starting materials and by using palladium-catalyzed carbon-carbon and carbon-sulfur bond formations is presented. The reaction conditions offer significantly improved functional-group tolerance and regioselectivity as compared to previously reported methods. A flexible and concise three-step protocol for the synthesis of functionalized dibenzothiophenes DBTs from readily available starting materials is presented. The method is based on two palladium-catalyzed reactions to prepare the masked thiophenols 4followed by deprotection and in situ cyclization to form the DBT skeleton. This approach offers improved functional-group tolerance as well as regiocontrol in the synthesis of functionalized DBTs as compared to previously reported methods.
CARBAZOLE-CONTAINING MATERIALS IN PHOSPHORESCENT LIGHT EMITTING DIODES
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, (2009/06/27)
Carbazole-containing compounds are provided. In particular, the compounds are oligocarbazole-containing compounds having an unsymmetrical structure. The compounds may be useful in organic light emitting devices, in particular as hosts in the emissive layer of such devices.
Synthesis and evaluation of isosteres of N-methyl indolo[3,2-b]-quinoline (cryptolepine) as new antiinfective agents
Zhu, Xue Y.,Mardenborough, Leroy G.,Li, Shouming,Khan, Abdul,Zhang, Wang,Fan, Pincheng,Jacob, Melissa,Khan, Shabana,Walker, Larry,Ablordeppey, Seth Y.
, p. 686 - 695 (2007/10/03)
Isosteres of cryptolepine (1) were synthesized and evaluated for their antiinfective activities. Overall, the sulfur isostere, 5-methyl benzothieno[3,2-b]quinolinium salt (5b), was equipotent to 1 and has shown no cytotoxicity at 23.8 μg/mL. Compound 5b was also found to have a broad spectrum of activity. Both the carbon and oxygen isosteres were less potent than cryptolepine. A limited library of 2-substituted analogs of 5b has been synthesized and evaluated in antifungal screens but did not show increase in potency compared to the unsubstituted 5b. Similarly, evaluation of tricyclic benzothieno[3,2-b]pyridines while showing promise in individual screens did not produce an overall increase in potency. Overall, the evaluation of the activities of 5b compared with standard antifungal/anti-protozoal agents suggests that the benzothienoquinoline scaffold could serve as a lead for optimization.
New entry to benzo[b]thieno[2,3-b]- and benzo[b]thieno-[3,2-b]-pyridines using 2- and 3-azidobenzo[b]thiophene as the nitrogen precursors
Degl'Innocenti, Alessandro,Funicello, Maria,Scafato, Patrizia,Spagnolo, Piero,Zanirato, Paolo
, p. 2561 - 2563 (2007/10/03)
N-(3-Benzo[b]thienyl)- and N-(2-benzo[b]thienyl)-iminotriphenylphosphorane - prepared from the corresponding azidobenzo[b]thiophenes - react with α,β-unsaturated aldehydes under mild conditions to give directly benzo-[b]thieno[3,2-b]- and benzo[b]thieno[2
