1469876-10-5Relevant articles and documents
Synthesis of Tellurium-Containing σ-Extended Aromatics with Room-Temperature Phosphorescence
Jiang, Mengjing,Guo, Jimin,Liu, Bingxin,Tan, Qitao,Xu, Bin
supporting information, p. 8328 - 8333 (2019/10/21)
A synthesis of tellurium-embedded -extended aromatics from tellurium powder and readily available cyclic diaryliodonium salts has been developed. The versatility of this method has been demonstrated by the synthesis of various functionalized dibenzotellurophenes (DBTe's), a ladder-type -system, and a heterosumanene. These compounds demonstrated good air/moisture stability and high thermal stability. Remarkably, many DBTe's exhibited interesting tunable roomerature phosphorescence (RTP) in the solid state.
Nitrogen-Iodine Exchange of Diaryliodonium Salts: Access to Acridine and Carbazole
Wang, Ming,Fan, Qiaoling,Jiang, Xuefeng
supporting information, p. 216 - 219 (2018/01/17)
A nitrogen-iodine exchange protocol of diaryliodonium salts with sodium azide salt is developed for general construction of significant functional acridines and carbazoles, in which introduction of nitrogen at a late stage was successfully established avoiding heteroatom incompatibility. Inorganic sodium azide served as the sole nitrogen atom source in this transformation. The diversiform functional acridines and carbazoles were comprehensively achieved through annulated diaryliodonium salts, respectively. Notably, Acridine orange (a fluorescent indicator for cell lysosomal dye) and Carprofen (a nonsteroidal anti-inflammatory drug) were efficiently established through this protocol.
Conversion of 2-Iodobiaryls into 2,2′-Diiodobiaryls via Oxidation-Iodination Sequences: A Versatile Route to Ladder-Type Heterofluorenes
Wu, Bin,Yoshikai, Naohiko
supporting information, p. 8736 - 8739 (2015/11/27)
Even though 2,2′-diiodo- and 2,2′-dibromobiaryls represent accomplished precursors for heterofluorenes and other extended π-conjugated systems, their preparation still remains nontrivial when structural diversity of the biaryl backbone is required. Herein, we report a convenient method for the preparation of various 2,2′-diiodobiaryls from 2-iodobiaryls via cyclic diaryliodonium intermediates. An iodinative ring-opening of the diaryliodonium salts, mediated by a copper/diamine catalyst system, is able to afford the corresponding 2,2′-diiodobiaryls under mild conditions. The versatility of this two-step approach is demonstrated by the preparation of hitherto unexplored tetraiodoteraryls and their conversion into ladder-type π-conjugated systems. Biaryl iodination: 2-Iodobiaryls can be readily converted to 2,2′-diiodobiaryls through an initial oxidation to form cyclic diaryliodonium salts, followed by a copper/diamine-catalyzed iodinative ring-opening under mild conditions. The versatility of this two-step protocol is demonstrated by the preparation of hitherto unexplored tetraiodoteraryls and their conversion into ladder-type π-conjugated systems.
Synthesis of carbazoles via one-pot copper-catalyzed amine insertion into cyclic diphenyleneiodoniums as a strategy to generate a drug-like chemical library
Zhu, Daqian,Liu, Qi,Luo, Bingling,Chen, Meihui,Pi, Rongbiao,Huang, Peng,Wen, Shijun
supporting information, p. 2172 - 2178 (2013/10/01)
Carbazoles have attracted high interest among synthetic chemists due to their unique structural features and potential pharmacological activities. Compared to linear aryliodoniums, cyclic diphenyleneiodoniums are more inert and have not attracted much attention to their application as building blocks. Employing our synthetic strategy, diversified carbazoles can be efficiently obtained from a single cyclic diphenyleneiodonium under mild conditions. The reactions catalyzed by cop- per(II) acetate have provided a variety of carbazoles in modest to good yields with a broad range of amines including anilines, aliphatic amines and sulfon amides. Moreover, one of the obtained carbazoles has displayed an outstanding ability to protect HT-22 neuronal cells from the damage induced by neurotoxins glutamate and homocysteic acid.
Discovery of novel N-substituted carbazoles as neuroprotective agents with potent anti-oxidative activity
Zhu, Daqian,Chen, Meihui,Li, Min,Luo, Bingling,Zhao, Yang,Huang, Peng,Xue, Fengtian,Rapposelli, Simona,Pi, Rongbiao,Wen, Shijun
, p. 81 - 88 (2013/10/01)
Carbazole moiety is an important scaffold with a variety of biological applications, for example, anti-oxidative stress. Our previous synthesized carbazoles were screened for their neuroprotective properties against two individual oxidative stresses. Some of the new carbazole derivatives were observed with modest to good neuroprotective effects on neuronal cells HT22 against cell injury induced by glutamate or homocysteic acid (HCA). Substituents introduced to the carbazole ring system play crucial roles in their biological activities. In particular, a bulky group favors the neuroprotective activity of the compounds. One of the new compounds, 6, showed the best neuroprotective effects, which might result from its anti-oxidative activity with a GSH-independent mechanism. These findings might provide an alternative strategy for the development of novel carbazole derivatives for the treatment of CNS diseases such as Alzheimer's disease.
