109059-10-1Relevant academic research and scientific papers
Cobalt(II)-catalyzed electrophilic alkynylation of 1,3-dicarbonyl compounds to form polysubstituted furans via π-π Activation
Roslan, Irwan Iskandar,Sun, Jiulong,Chuah, Gaik-Khuan,Jaenicke, Stephan
, p. 719 - 726 (2015)
Polysubstituted furans were obtained with excellent yields via the electrophilic alkynylation of 1,3-dicarbonyl compoundsws with phenyl- or ester-substituted brominated alkynes. The reaction is catalyzed by the inexpensive and readily available catalyst, cobalt(II) chloride, and has a wide substrate scope. The C(sp)-C(sp3) coupling occurs under mild conditions with short reaction times and does not require an inert atmosphere or ligands. It is proposed that the reaction proceeds through a chelation complex of cobalt(II) with the deprotonated 1,3-dicarbonyl compound.
The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione
Parkinson, Christopher J.,Hambley, Trevor W.,Pinhey, John T.
, p. 1465 - 1468 (2007/10/03)
Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.
The α-Alk-1-ynylation of β-Dicarbonyl Compounds and Nitronate Salts by Alk-1-ynyl-lead Triacetates
Moloney, Mark G.,Pinhey, John T.,Roche, Eric G.
, p. 333 - 341 (2007/10/02)
Di(alk-1-ynyl)mercury compounds and alk-1-ynyltrimethylstannanes have been shown to react with lead tetra-acetate to give alk-1-ynyl-lead triacetates,unstable intermediates which may be used for the C-alkynylation of β-dicarbonyl compounds and the salts o
'ALK-1-YNYLLEAD TRIACETATES' AS ALK-1-YNYL CARBOCATION EQUIVALENTS. THE α-ALK-1-YNYLATION OF β-DICARBONYL COMPOUNDS AND NITRONATE SALTS.
Moloney, Mark G.,Pinhey, John T.,Roche, Eric G.
, p. 5025 - 5028 (2007/10/02)
The addition of lead tetraacetate to a chloroform solution of alk-1-ynyltrimethylstannane results in the rapid formation of trimethylstannyl acetate and an unstable species, believed to be the corresponding alk-1-ynyllead triacetate, which can effect the rapid α-alkynylation of β-dicarbonyl compounds and nitronate salts.
