26395-09-5Relevant articles and documents
One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride
Epifanov, Maxim,Mo, Jia Yi,Dubois, Rudy,Yu, Hao,Sammis, Glenn M.
, p. 3768 - 3777 (2021/03/01)
Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.
Impact of the carbon chain length of novel palladium(ll) Complexes on interaction with DNA and cytotoxic activity
Gao, Enjun,Zhu, Mingchang,Liu, Lei,Huang, Yun,Wang, Lei,Shi, Chuyue,Zhang, Wanzhong,Sun, Yaguang
experimental part, p. 3261 - 3270 (2010/06/13)
A series of Pd(II) complexes with a benzenealkyl dicarboxlate chain, with the formulas [Pd(Ln)(bipy)].mH2O (bipy = 2,2'-bipyridine, complex 1: L1 = phenylmalonate, m = 2.5; complex 2: L2 = benzylmalonate, m = 1; complex 3: L3 = phenethylmatonate, m = 2; complex 4: L4 = phenylpropylmalonate, m = 5), have been prepared in an attempt to correlate factors about the carbon chain of the compounds with DNA binding and cytotoxic activity. The binding of complexes with fish sperm DNA (FS-DNA) was carried out by UV absorption and fluorescence spectra. A gel electrophoresis assay demonstrated the ability of the complexes to cleave the pBR322 plasmid DNA. The cytotoxic effects of these complexes were examined on four cancer cell lines, HeLa, Hep-G2, KB, and AGZY-83a. The four complexes exhibited cytotoxic specificity and a significant cancer cell inhibitory rate. An apparent dependence of DNAbinding properties and cytotoxicity on the carbon chain length was obtained: the longer the carbon chain length, the higher the efficiency of DNA-binding and the greater the cytotoxicity. 2010 American Chemical Society.
Synthesis of the four stereoisomers of cyclobutane analogues of phenylalanine in enantiomerically pure form
Lasa, Marta,Lopez, Pilar,Cativiela, Carlos
, p. 4022 - 4033 (2007/10/03)
All stereoisomers of 1-amino-2-phenylcyclobutanecarboxylic acid-c 4Phe-have been synthesized and the series cnPhe has thus been completed. The use of two different strategies based on a cyclization reaction, starting from ethyl isocy
