95025-54-0Relevant academic research and scientific papers
Synthesis of Polyaryl-Substituted Olefins via a Rh(III)-Catalyzed One-Pot Reaction Using N-Phenoxyacetamides, Ketones, and Hydrazines
Zhang, Yan,He, Yu,Li, Lisha,Ji, Mingming,Li, Xiao-Zong,Zhu, Gangguo
, p. 2898 - 2903 (2018)
A Rh(III)-catalyzed one-pot reaction of N-phenoxyacetamides, ketones, and hydrazines for a facile access to disubstituted and trisubstituted ethylenes is reported. In this method, various ketones are transformed into donor-donor diazo compounds, which engage in insertion with N-phenoxyacetamides, following β-H elimination under Rh(III) catalysis to generate (E)-polyaryl-substituted olefins. This chemistry features simple starting materials, mild reaction conditions, and good functional group tolerance.
Gold(i)-NHC-catalysed synthesis of benzofurans: Via migratory cyclization of 2-alkynylaryl ethers
Closser, Kristina D.,Dillon, Christopher C.,Le, Quang,Lichtenstein, Dana A.,Muchalski, Hubert,Pisor, Jeremy W.
, p. 8186 - 8191 (2020/11/03)
Homogeneous cationic gold(i) catalysis emerged as a preferred avenue for the activation of alkenes and alkynes towards reactions with weak nucleophiles, especially in cyclization reactions. Here we report an intramolecular carboalkoxylation reaction of electron-rich benzyl ethers of 2-ethynylaryl phenols catalysed by a digold(i)-NHC complex. The reaction proceeds efficiently with low catalyst loading and the resulting 2,3-disubstituted benzofurans form in moderate to good yields. Based on the results of a cross-over experiment, spectroscopic data, and DFT calculations, we propose a mechanism that accounts for the observed chemo- and regioselectivity.
