2570-01-6Relevant articles and documents
Reactions of cyclopropenethiones and acetylenedicarboxylates: Synthesis of substituted thioethers and thiocyclobutanones
Zhao, Wen-Tao,Shi, Min
, p. 5086 - 5089 (2015)
The reaction of cyclopropenethiones and electron-deficient alkynes has been described in this context. The corresponding thioethers and thiocyclobutanones were afforded depending on the reaction conditions and the employed substrates. Ambient water partic
Synthesis, characterization, and oxidation electrochemistry of some novel 1,2-dithiol-3-ones and 1,2-dithiol-3-thiones containing aryl and metallocenyl fragments
Sánchez García, Jessica J.,Joo-Cisneros, Rene S.,García-Bassoco, David,Flores-Alamo, Marcos,Stivalet, José M. Méndez,García-Valdés, Jesús,Klimova, Elena I.
, (2021/05/17)
A new synthesis method was established for 1,2-dithiol-3-ones and 1,2-dithiol-3-thiones, from different cyclopropenones: diphenyl (a), bis-(4-methoxyphenyl (b), diferrocenyl (c) and diruthenocenyl (d), in the presence of elemental sulfur with yields of the 5a-d (35–57%), or in the presence of the additive NaHS, with yields of the 5a-d (45–72%) and 6a-d (10–18%). The characterization of the new compounds was conducted by IR, 1H and 13C NMR spectroscopy, elemental analysis, mass-spectrometry. In addition, X-ray crystallographic analysis of the compounds 5a,b,d was conducted. The redox properties of the heterocyclic compounds were investigated using cyclic (CV), differential pulse (DPV) and square wave (SWV) voltammetries.
A Cyclopropenethione-Phosphine Ligation for Rapid Biomolecule Labeling
Row, R. David,Prescher, Jennifer A.
supporting information, p. 5614 - 5617 (2018/09/25)
Cyclopropenethiones are reported as new bioorthogonal reagents. These motifs react readily with substituted phosphines to provide thiocarbonyl adducts. In some cases, the ligations are >300-fold faster than analogous reactions with bioorthogonal cyclopropenones. Dialkyl cyclopropenethiones are also stable in aqueous buffers and can be used for biomolecule labeling in vitro and in cell lysate. The rapid reactivity and biocompatibility of cyclopropenethiones suggest that they will be useful probes for cellular studies.