17113-77-8Relevant articles and documents
Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones
Lian, Chang,Yue, Guanglu,Mao, Jinshan,Liu, Danyang,Ding, Yi,Liu, Zerong,Qiu, Di,Zhao, Xia,Lu, Kui,Fagnoni, Maurizio,Protti, Stefano
supporting information, p. 5187 - 5191 (2019/07/03)
The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.
Synthesis of Aryl Trimethylstannane via BF3·OEt2-Mediated Cross-Coupling of Hexaalkyl Distannane Reagent with Aryl Triazene at Room Temperature
Mao, Shuai,Chen, Zhengkai,Wang, Lu,Khadka, Daulat Bikram,Xin, Minhang,Li, Pengfei,Zhang, San-Qi
, p. 463 - 471 (2019/01/10)
BF3·OEt2-mediated cross-coupling of (SnMe3)2 with aryl triazene offers a new strategy for the synthesis of aryl stannane. A variety of synthetically useful aryl trimethylstannanes were produced in moderate to good yields with this metal-free approach. One-pot sequential Stille cross-coupling with different aryl bromides provides a short entry to both symmetrical and unsymmetrical biaryl compounds.
A practical method for the preparation of 18F-labeled aromatic amino acids from nucleophilic [18F]fluoride and stannyl precursors for electrophilic radiohalogenation
Zarrad, Fadi,Zlatopolskiy, Boris D.,Krapf, Philipp,Zischler, Johannes,Neumaier, Bernd
, (2018/01/17)
In a recent contribution of Scott et al., the substrate scope of Cu-mediated nucleophilic radiofluorination with [18F]KF for the preparation of 18F-labeled arenes was extended to aryland vinylstannanes. Based on these findings, the potential of this reaction for the production of clinically relevant positron emission tomography (PET) tracers was investigated. To this end, Cu-mediated radiofluorodestannylation using trimethyl(phenyl)tin as a model substrate was re-evaluated with respect to different reaction parameters. The resulting labeling protocol was applied for 18F-fluorination of different electron-rich, -neutral and -poor arylstannyl substrates in RCCs of 16-88%. Furthermore, this method was utilized for the synthesis of 18F-labeled aromatic amino acids from additionally N-Boc protected commercially available stannyl precursors routinely applied for electrophilic radiohalogenation. Finally, an automated synthesis of 6-[18F]fluoro-L-m-tyrosine (6-[18F]FMT), 2-[18F]fluoro-L-tyrosine (2-[18F]F-Tyr), 6-[18F]fluoro-L-3, 4-dihydroxyphenylalanine (6-[18F]FDOPA) and 3-O-methyl-6-[18F]FDOPA ([18F]OMFD) was established furnishing these PET probes in isolated radiochemical yields (RCYs) of 32-54% on a preparative scale. Remarkably, the automated radiosynthesis of 6-[18F]FDOPA afforded an exceptionally high RCY of 54 5% (n = 5).
Determination of the effect of cation-π interactions on the stability of α-oxy-organolithium compounds
Monje, Pablo,Paleo, M. Rita,Garcia-Rio, Luis,Sardina, F. Javier
supporting information; experimental part, p. 7394 - 7397 (2009/05/07)
(Chemical Equation Presented) Sn-Li exchange equilibria have allowed the quantification of the stabilizing effect of cation-π interactions in organolithium chemistry. Stabilization energy data on the effect of Li-π complexation of an aromatic ring or a C=C double bond in organolithium compounds are presented. The amount of stabilization gained by complexation of the Li atom with a π system in α-oxy-organolithium compounds is quite comparable to the one observed in systems containing Li-N or Li-O interactions.
PROTEASE INHIBITORS
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, (2008/06/13)
Disclosed herein is a compound of the formula STR1 known as 2-[N-(N-benzyloxycarbonyl-L-leucinyl)]-2'-[N'-[4-(N,N-dimethylaminomethyl) benzyloxy]carbonyl-L-leucinyl]carbohydrazide; and pharmaceutically acceptable salts, hydrates and solvates thereof.
DIRECT STANNYLATION OF AROMATIC DERIVATIVES USING BIS(TRIMETHYLSTANNYL) SULPHIDE AND SODIUM
Capozzi, Giuseppe,Menichetti, Stefano,Ricci, Alfredo,Taddei, Maurizio
, p. 721 - 722 (2007/10/02)
The reaction of bis(trimethylstannyl) sulphide and sodium with toluene, m-xylene, p-xylene and thioanisole gives stannylation at the methyl group whereas anisole was stannylated at the aromatic nucleus with very high ortho selectivity
