102851-75-2Relevant academic research and scientific papers
Functionalized Benzofurans via Microwave-Promoted Tandem Claisen-Rearrangement/5-endo-dig Cyclization
Schultze, Christiane,Schmidt, Bernd
, p. 2619 - 2629 (2019)
Ortho-allyloxy alkinyl benzenes undergo, upon microwave irradiation in dimethylformamide, a tandem sequence of Claisen-rearrangement and 5-endo-dig cyclization to furnish 7-allyl-substituted benzofurans. With terminal alkynes, chroman-4-ones and enaminoketones become the main products. A mechanistic proposal for this observation relies on a reaction of the starting material with the solvent dimethylformamide under the microwave conditions.
Gold-catalyzed rearrangement of allylic oxonium ylides: Efficient synthesis of highly functionalized dihydrofuran-3-ones
Fu, Junkai,Shang, Hai,Wang, Zhaofeng,Chang, Le,Shao, Wenbing,Yang, Zhen,Tang, Yefeng
, p. 4198 - 4202 (2013/05/08)
"Diazo" not needed: The title reaction results in the rearrangement of oxonium ylides, which were prepared from readily available homopropargylic allylic ethers instead of diazo compounds, through two different mechanisms: a concerted 2,3-sigmatropic rearrangement, or a stepwise 1,4-allyl migration followed by a Claisen rearrangement (see scheme). Copyright
Palladium-catalyzed intramolecular carboesterification of olefins
Li, Yang,Jardine, Katherine J.,Tan, Runyu,Song, Datong,Dong, Vy M.
, p. 9690 - 9692 (2010/04/28)
One catalyst three bonds: The title reaction between propiolic acids and unactivated olefins (see scheme; O red, Cl green) results in vicinal functionalization of the olefin, with the formation of new C-C and C-O bonds. Structurally complex 6,7,5-tricyclic ring systems are formed in a single step by this cascade chloropalladation and formal [3+2] cycloaddition.
1,3-Dipolar Cycloadditions of Nitrones Derived from the Reaction of Acetylenes with Hydroxylamines
Padwa, Albert,Wong, George S. K.
, p. 3125 - 3133 (2007/10/02)
A study of the reaction of hydroxylamines with a variety of acetylenes has been carried out.Methylhydroxylamine readily reacts with methyl propiolate to give methyl 4-carbomethoxy-2-methyl-4-isoxazolidine-3-acetate.Further heating of this material results
