114245-60-2Relevant academic research and scientific papers
An expeditious and efficient bromomethylation of thiols: Enabling bromomethyl sulfides as useful building blocks
Silva-Cuevas, Carolina,Paleo, Ehecatl,León-Rayo, David F.,Lujan-Montelongo, J. Armando
, p. 24654 - 24659 (2018/07/25)
A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant applicability while bromo-lithium exchange and functionalization sequences, free radical reductions, and additions of the title compounds demonstrate their synthetic utility.
Anti-trypanosomatid benzofuroxans and deoxygenated analogues: Synthesis using polymer-supported triphenylphosphine, biological evaluation and mechanism of action studies
Castro, Diego,Boiani, Lucia,Benitez, Diego,Hernandez, Paola,Merlino, Alicia,Gil, Carmen,Olea-Azar, Claudio,Gonzalez, Mercedes,Cerecetto, Hugo,Porcal, Williams
experimental part, p. 5055 - 5065 (2010/01/16)
Hybrid vinylthio-, vinylsulfinyl-, vinylsulfonyl- and vinylketo-benzofuroxans developed as anti-trypanosomatid agents, against Trypanosoma cruzi and Leishmania spp., have showed low micromolar IC50 values. The synthetic route to access to these derivatives was an efficient Wittig reaction performed in mild conditions with polymer-supported triphenylphosphine (PS-TPP). Additionally, the benzofurozan analogues, deoxygenated benzofuroxans, were prepared using PS-TPP as reductive reagent in excellent yields. The trypanosomicidal and leishmanocidal activities of the benzofuroxan derivatives were measured and also some aspects of their mechanism of action studied. In this sense, inhibition of mitochondrial dehydrogenases activities, production of intra-parasite free radicals and cruzipain inhibition were studied as biological target for the anti-trypanosomatid identified compounds. The trypanosomicidal activity could be the result of both the parasite-mitochondrion function interference and production of oxidative stress into the parasite.
Desilylative Pummerer-like Rearrangement of α-Trimethylsilyl-substituted Sulphoxides and Sulphides: Formation of α-Acyloxy and α-Halogeno Sulphides
Ishibashi, Hiroyuki,Nakatani, Hiroshi,Maruyama, Kazumi,Minami, Kenjiro,Ikeda, Masazumi
, p. 1443 - 1445 (2007/10/02)
α-Trimethylsilyl-substituted sulphoxides and sulphides undergo rearrangement with loss of the silyl group when treated respectively with trifluoroacetic anhydride and with N-halogenosuccinimide in the presence of trifluoroacetic acid, giving α-acyloxy sulphides and α-halogeno sulphides.
