由于其药理学相关性,芳香和杂芳香核的三氟甲基化近年来引起了相当大的兴趣。我们研究了将简单的铜催化三氟甲基化方案扩展到烷氧基取代的碘代吡啶及其苯并类似物。三氟甲基化在所有情况下都顺利进行,所需的化合物被分离和表征。在 3-iodo-4-甲氧基喹啉的三氟甲基化中,我们观察到伴随的 ON 甲基迁移,导致三氟甲基化喹诺酮作为产物。总体而言,所描述的程序应有助于在药物化学中更广泛地使用铜催化的三氟甲基化。
A new type of bench-stable yet highly reactive fluoroalkylating reagents, 3,3-difluoroallyl sulfonium salts (DFASs), has been developed. The reaction of DFASs with aromatic and aliphatic zincreagents via copper catalysis provides general and practical access to a wide range of versatile gem-difluoroallylated compounds with high regioselectivity.
[EN] ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF<br/>[FR] MOLÉCULES D'ACIDE NUCLÉIQUE ALTERNATIVES ET LEURS UTILISATIONS
申请人:MODERNA THERAPEUTICS INC
公开号:WO2015196130A3
公开(公告)日:2016-03-03
A Simple Cu-Catalyzed Coupling Approach to Substituted 3-Pyridinol and 5-Pyrimidinol Antioxidants
作者:Susheel J. Nara、Mukund Jha、Johan Brinkhorst、Tony J. Zemanek、Derek A. Pratt
DOI:10.1021/jo801501e
日期:2008.12.5
A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.
CHEMICAL SYNTHESIS OF NUCLEOSIDES ANALOGS AND THEIR INCORPORATION INTO POLYNUCLEOTIDES