36829-95-5Relevant articles and documents
Synthesis, Mechanism Elucidation and Biological Insights of Tellurium(IV)-Containing Heterocycles
Souza, Jo?o Pedro A.,Menezes, Leociley R. A.,Garcia, Francielle P.,Scariot, Débora B.,Bandeira, Pamela T.,Bespalhok, Mateus B.,Giese, Siddhartha O. K.,Hughes, David L.,Nakamura, Celso V.,Barison, Andersson,Oliveira, Alfredo R. M.,Campos, Renan B.,Piovan, Leandro
supporting information, p. 14427 - 14437 (2021/09/25)
Inspired by the synthetic and biological potential of organotellurium substances, a series of five- and six-membered ring organotelluranes containing a Te?O bond were synthesized and characterized. Theoretical calculations elucidated the mechanism for the oxidation-cyclization processes involved in the formation of the heterocycles, consistent with chlorine transfer to hydroxy telluride, followed by a cyclization step with simultaneous formation of the new Te?O bond and deprotonation of the OH group. Moreover, theoretical calculations also indicated anti-diastereoisomers to be major products for two chirality center–containing compounds. Antileishmanial assays against Leishmania amazonensis promastigotes disclosed 1,2λ4-oxatellurane LQ50 (IC50=4.1±1.0; SI=12), 1,2λ4-oxatellurolane LQ04 (IC50=7.0±1.3; SI=7) and 1,2λ4-benzoxatellurole LQ56 (IC50=5.7±0.3; SI=6) as more powerful and more selective compounds than the reference, being up to four times more active. A stability study supported by 125Te NMR analyses showed that these heterocycles do not suffer structural modifications in aqueous-organic media or at temperatures up to 65 °C.
Pentafluoro(aryl)-λ6-tellanes and Tetrafluoro(aryl)(trifluoromethyl)-λ6-tellanes: From SF5 to the TeF5 and TeF4CF3 Groups
Bornemann, Dustin,Pitts, Cody Ross,Ziegler, Carmen J.,Pietrasiak, Ewa,Trapp, Nils,Kueng, Sebastian,Santschi, Nico,Togni, Antonio
supporting information, p. 12604 - 12608 (2019/08/16)
The TeF5 group is significantly underexplored as a highly fluorinated substituent on an organic framework, despite it being a larger congener of the acclaimed SF5 group. In fact, only one aryl-TeF5 compound (phenyl-TeFsub
Photoinduced free radical chemistry of the acyl tellurides: Generation, inter- and intramolecular trapping, and ESR spectroscopic identification of acyl radicals
Crich, David,Chen, Chen,Hwang, Jae-Taeg,Yuan, Hongwei,Papadatos, Aristotle,Walter, Robert I.
, p. 8937 - 8951 (2007/10/02)
Acyl tellurides are prepared in good to excellent yield by the reaction of sodium aryl tellurides with acyl chlorides, or mixed anhydrides, and are found to be moderately air-stable substances. In contrast to previous literature reports, acyl tellurides of aryl and vinyl carboxylic acids are found to be excellent sources of acyl radicals on photolysis with a simple white light source. The acyl radicals so generated may be trapped intermolecularly by dichalcogenides, or by TEMPO in excellent yield. Trapping by N-tert-butyl-α-phenyl nitrone produces a stable nitroxide radical which has been characterized by ESR spectroscopy. The very efficient trapping of acyl radicals by acyl tellurides themselves is demonstrated by a crossover experiment. Acyl tellurides are shown to participate in very efficient radical cyclization reactions onto alkenes with the formation of five-, six-, and eight-membered rings. The immediate products of the cyclizations onto alkenes are α-[(aryltelluro)methyl] ketones and the chemistry of these relatively unstable species is briefly described. Treatment with hydrogen peroxide affords α-methylene ketones in high yield. When elimination of the aryl telluro group is not possible the α-[(aryltelluro)methyl] ketones are stable species that may subsequently be employed in further radical chain reactions, for example with tributyltin hydride and methyl acrylate. Cyclization onto alkynes yields α-[(aryltelluro)methylene] ketones which are stable species and which take part in substitution reactions with higher order cuprates or with diphenyl diselenide.
