33093-76-4Relevant articles and documents
Synthesis of 2,2-di(pyrazol-1-yl)enones via the 2:1 coupling of pyrazoles and acylbromoacetylenes in solid alumina
Gotsko, Maxim D.,Sobenina, Lyubov’ N.,Vashchenko, Alexander V.,Trofimov, Boris A.
, p. 4231 - 4235 (2018)
Pyrazoles were reacted with acylbromoacetylenes in solid Al2O3 at room temperature to afford 2,2-di(pyrazol-1-yl)enones in 22–69% yield. The reaction proceeds via isolable intermediates, (Z)-2-bromo-2-(pyrazol-1-yl)enones. This unexpected 2:1 coupling is in contrast to similar reactions of pyrroles, furans and thiophenes, which give the corresponding acylethynyl derivatives. This reaction opens a one-pot route to inaccessible gem-dipyrazolylenones, which have potential applications as bidentate chelating ligands and building blocks for drug design.
Access to gem-Dibromoenones Enabled by Carbon-Centered Radical Addition to Terminal Alkynes in Water Solution
Zeng, Xianghua,Xu, Yuhai,Liu, Jiawei,Deng, Yuanyuan
supporting information, p. 9058 - 9062 (2021/11/24)
We herein report a novel and more practical approach to prepare gem-dibromoenones from terminal alkynes, tetrabromomethane (CBr4), and water in a single step. Mechanistic studies reveal that the generation of a tribromomethyl radical with the assistance of a persulfate salt (K2S2O8) is essential to this transformation. The reaction features readily available chemicals, a broad substrate scope, a green solvent, and mild reaction conditions, providing an efficient alternative for construction of halogen-substituted enones.
[Cu(dap)2Cl] as an efficient visible-light-driven photoredox catalyst in carbon-carbon bond-forming reactions
Pirtsch, Michael,Paria, Suva,Matsuno, Taisuke,Isobe, Hiroyuki,Reiser, Oliver
supporting information; experimental part, p. 7336 - 7340 (2012/09/08)
Copper sees the light of day: [Cu(dap)2Cl] proved to be an excellent photoredox catalyst for atom-transfer radical addition reactions, as well as for allylation reactions (see scheme), providing an attractive alternative to commonly used iridium- and ruthenium-based catalysts. Copyright