98324-84-6Relevant articles and documents
Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization
Wang, Lu,Wang, Huaiyu,Meng, Weidong,Xu, Xiu-Hua,Huang, Yangen
supporting information, p. 389 - 392 (2020/03/04)
3-CF3S substituted thioflavones and benzothiophenes were achieved via the reactions of AgSCF3 with methylthiolated alkynones and alkynylthioanisoles, respectively, promoted by persulfate. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical process was involved, which includes addition of CF3S radical to triple bond and cyclization with SMe moiety.
Hypervalent iodine compound containing heterocyclic ring as well as preparation method and application thereof
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Paragraph 0172; 0173; 0174, (2019/01/08)
The invention discloses a hypervalent iodine compound containing a heterocyclic ring as well as a preparation method and application thereof. A structure of the compound is shown as a formula (I): theformula (I) is shown in the description, wherein R is selected from hydrogen, halogen, alkyl, alkoxy, halogenated alkyl, halogenated alkoxy, nitryl, cyano, hydroxyl or -COOR'; R' is alkyl or halogenated alkyl; and Het is substituted or non-substituted 1,4-benzopyranone, substituted or non-substituted quinolone, substituted or non-substituted isoquinoline, substituted or non-substituted thiobenzopyranone, substituted or non-substituted coumarin and substituted or non-substituted oxepin. The compound disclosed by the invention is novel in structure and is the hypervalent iodine compound containing the heterocyclic ring; the hypervalent iodine compound is stable in structure and simple in preparation method; and meanwhile, the hypervalent iodine compound has a very good inhibition effect onML-1 and MOLM-13 cells and has an extremely great application prospect on prevention and/or treatment effect on leukemia.
Heterocyclic Iodoniums for the Assembly of Oxygen-Bridged Polycyclic Heteroarenes with Water as the Oxygen Source
Zhu, Daqian,Wu, Zhouming,Luo, Bingling,Du, Yongliang,Liu, Panpan,Chen, Yunyun,Hu, Yumin,Huang, Peng,Wen, Shijun
supporting information, p. 4815 - 4818 (2018/08/24)
A diverse set of novel heterocyclic iodoniums was synthesized for the first time. The reactions of these unique iodoniums with environmentally benign water as the oxygen source provided structurally complex oxygen-incorporated heteropolycycles that are essential motifs in natural products and biologically active compounds. The transformation only required low-cost copper acetate. Further derivatization of the obtained polycycles expanded the structural diversity, which is important in the building of chemical libraries for drug discovery.
Divergence in Ynone Reactivity: Atypical Cyclization by 3,4-Difunctionalization versus Rare Bis(cyclization)
Alcaide, Benito,Almendros, Pedro,Lázaro-Milla, Carlos,Delgado-Martínez, Patricia
, p. 8186 - 8194 (2018/06/15)
Functionalized ynones can be activated by Tf2C=CH2, which was generated in situ, to form zwitterionic species. These species were trapped in an intramolecular fashion by several nucleophiles to generate two major types of triflones in a divergent manner. Through fine-tuning of the reaction temperature, bis(triflyl)-6-membered- or (triflyl)-5-membered-fused-heterocycles were achieved in reasonable yields in a totally selective manner. In this way, bis(triflyl)flavones, bis(triflyl)thioflavones, bis(triflyl)selenoflavones, (triflyl)benzothienopyrans, (triflyl)benzoselenophenopyrans, (triflyl)vinyl aurones, and (triflyl)pyranoindoles were constructed. Conceivable mechanistic pathways were suggested on the basis of the isolation of several intermediates and the results from control experiments.
Mapping the Interactions of I2, I., I-, and I+ with Alkynes and Their Roles in Iodocyclizations
Volpe, Rohan,Aurelio, Luigi,Gillin, Murray G.,Krenske, Elizabeth H.,Flynn, Bernard L.
supporting information, p. 10191 - 10199 (2015/07/07)
A combination of experiment and theory has been used to explore the mechanisms by which molecular iodine (I2) and iodonium ions (I+) activate alkynes towards iodocyclization. Also included in the analysis are the roles of atomic iodi
Diversity-oriented synthesis of 3-iodochromones and heteroatom analogues via ICl-induced cyclization
Zhou, Chengxiang,Dubrovsky, Anton V.,Larock, Richard C.
, p. 1626 - 1632 (2007/10/03)
The ICl-induced cyclization of heteroatom-substituted alkynones provides a simple, highly efficient approach to various 3-iodochromones and analogues. This process is run under mild conditions, tolerates various functional groups, and generally provides chromones in good to excellent yields. Subsequent palladium-catalyzed transformations afford a rapid increase in molecular complexity and a convenient preparation of a wide range of functionally substituted chromones, furans, and polycyclic compounds. Iodothiochromenones and iodoquinolinones are also prepared by similar ICl-induced cyclizations.
NEW SYNTHESIS OF CHALCOGENOCHROMONES
Luxen, Andre J.,Christiaens, Leon E. E.,Renson, Marcel J.
, p. 81 - 86 (2007/10/02)
We describe a new synthesis of chalcogenochromones and of some of their oxygen, sulfur, selenium and tellurium derivatives.The synthesis involves acidic cyclisation of (o-alkylchalcogenophenyl) ethynyl ketones.
