Mechanistic Investigation of the Nickel-Catalyzed Suzuki Reaction of <i>N</i>,<i>O</i>-Acetals: Evidence for Boronic Acid Assisted Oxidative Addition and an Iminium Activation Pathway
作者:Kevin T. Sylvester、Kevin Wu、Abigail G. Doyle
DOI:10.1021/ja3079362
日期:2012.10.17
recently reported Suzuki coupling reaction of quinoline-derived allylic N,O-acetals has been studied using a combination of structural, stereochemical, and kinetic isotope effect experiments. The data indicate that C-O activation is facilitated by Lewis acid assistance from the boronic acid coupling partner and an ionic S(N)1-like mechanism accounts for oxidativeaddition. In this context, we demonstrate
最近报道的喹啉衍生的烯丙基 N,O-缩醛的 Suzuki 偶联反应的机制已使用结构、立体化学和动力学同位素效应实验的组合进行了研究。数据表明,来自硼酸偶联伙伴的路易斯酸辅助促进了 CO 活化,并且离子 S(N)1 样机制解释了氧化加成。在这种情况下,我们首次直接观察到喹啉盐的氧化加成。值得注意的是,这种机制不同于更常见的 S(N)2(') 型低价过渡金属氧化加成到大多数烯丙基亲电试剂。
Methods of making 1,19-nonadecanediester and derivatives thereof
申请人:Battelle Memorial Institute
公开号:US10669225B2
公开(公告)日:2020-06-02
Linear α, ω-nonadecanediester derivatives and methods of making the derivatives are described. The methods include reacting a linear α, ω-nonadecanediester or a linear α, ω-nonadecanedicarboxylic acid with a reactant optionally in the presence of at least one of a solvent and a catalyst to form the α, ω-nonadecanediester derivative. Methods of making linear α, ω-nonadecanediester or diester derivatives are also described.
Polymerizable compositions comprising a radically polymerizable resin can be polymerized in the absence of a peroxide initiator and other undesirable components. The polymerizable compositions and methods employ a manganese- or iron-containing salt or organic complex and a 1,3-dioxo compound with one or more other components. The polymerizable compositions have better storage stability and reduced gel time-drift.
A general method for regioselective C3-benzylation of indoles has been developed. Various 3-substituted indoles and benzyl methyl carbonates with different electronic properties react under mild conditions to afford a diverse range of 3-benzylindolenine products in good yields.