Despite the widespread use of transition-metal catalysts in organic synthesis, transition-metal-catalyzed reactions of organosulfur compounds, which are known as catalyst poisons, have been difficult. In particular, the transition-metal-catalyzed addition of organosulfur compounds to unactivated alkenes remains a challenge. A novel gold-catalyzed hydrothiolation of unactivated alkenes is presented, which
The development of a sequential O–H/C–Hbond functionalization of phenols initiated by the cationic gold(I)-catalyzed cyclization of 1-bromo-1,5-enynes to produce (2-bromocyclopent-2-en-1-yl)phenols is reported. This unprecedented domino transformation efficiently proceeds under mild conditions (5 mol % of (t-Bu)3PAuNTf2, CH2Cl2, 0–23 °C) via an intermediate aryl alkyl ether which collapses at ambient
Strategic Approach on <i>N</i>
-Oxides in Gold Catalysis - A Case Study
作者:Jasmin Schießl、Philipp M. Stein、Judith Stirn、Kirsten Emler、Matthias Rudolph、Frank Rominger、A. Stephen K. Hashmi
DOI:10.1002/adsc.201801007
日期:2019.2.19
An extensive kinetic study of selected key reactions of (oxidative) goldcatalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by‐products if N‐oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N‐oxides has been made regardless of their
对(氧化)金催化的选定关键反应的广泛动力学研究集中在催化活性的降低,这是由于吡啶衍生物引起的金(I)催化剂的抑制,如果使用N氧化物作为副产物获得的吡啶衍生物氧气供体。不管它们的市售性如何,都已对受检吡啶衍生物及其相应的N-氧化物进行了选择。特别注意的是迄今为止在大多数反应筛选中都被忽略的实际益处。用GC和1监测测试反应1 H NMR光谱。所接收的反应常数提供了关于杂环的电子结构与催化活性之间的相关性的信息。根据收集的动力学数据,有可能开发出一套基本的三种N氧化物,这些氧化物必须在进一步的氧化金(I)催化反应中加以考虑。
Dual Photoredox and Gold Catalysis: Intermolecular Multicomponent Oxyarylation of Alkenes
作者:Matthew N. Hopkinson、Basudev Sahoo、Frank Glorius
DOI:10.1002/adsc.201400580
日期:2014.9.15
developed using a dual gold and photoredoxcatalytic system. Inexpensive organic dyes could be employed as the photocatalyst using aryldiazonium salts, while the combination of gold and iridium catalysts allowed for diaryliodonium compounds to be employed as the source of the arene coupling partner. In both cases, α‐arylated ether products were generated under remarkably mild conditions using readily accessible
Synthesis of Polysubstituted Fused Pyrroles by Gold-Catalyzed Cycloisomerization/1,2-Sulfonyl Migration of Yndiamides
作者:Philip J. Smith、Yubo Jiang、Zixuan Tong、Helena D. Pickford、Kirsten E. Christensen、Jeremy Nugent、Edward A. Anderson
DOI:10.1021/acs.orglett.1c02360
日期:2021.8.20
be achieved using Au(I) catalysis that proceeds at ambient temperature, and a thermally promoted process. The utility of the products is demonstrated by a range of reactions to functionalize the fusedpyrrole core.
炔二酰胺(双 N 取代的炔烃)是氮杂环的宝贵前体。在这里,我们报告了炔基-炔二酰胺的环异构化/1,2-磺酰基迁移以形成四氢吡咯并吡咯,这是前所未有的与药物化学相关的杂环支架。这种耐受官能团的转化可以使用在环境温度下进行的 Au(I) 催化和热促进过程来实现。通过一系列反应来使稠合吡咯核功能化,证明了这些产品的实用性。