116429-08-4Relevant articles and documents
Alkoxide-catalyzed addition of alkyl carbonates across alkynes-stereoselective synthesis of (: E)-β-alkoxyacrylates
Wendling, Timo,Risto, Eugen,Erb, Benjamin,Goo?en, Lukas J.
supporting information, p. 643 - 646 (2017/08/15)
Dialkyl carbonates were found to regio- and stereoselectively add to terminal alkynes in the presence of catalytic amounts of potassium methoxide. Various synthetically meaningful aryl- and heteroaryl-substituted (E)-β-alkoxyacrylates were thus obtained i
Metalation of Alkynes. Part 2. Behaviour of Alkynes with Mercury(II)Acetate in Methanol: a Systematic Reinvestigation
Bassetti, Mauro,Floris, Barbara
, p. 227 - 234 (2007/10/02)
The reaction of a series of alkynes with mercury(II)acetate, both in equimolar and catalytic amounts, were investigated in methanol.Hex-1-yne, oct-1-yne, oct-4-yne, 1,4-diacetoxybut-2-yne, methyl oct-2-ynoate, methyl 3-phenylpropynoate, oct-2-ynoic acid, phenylpropynoic acid, oct-1-yn-3-ol, 1-ethynylcyclohexanol, 1-ethynylcyclohexamine, phenylethyne, diphenylethyne, and ethynylferrocene were the examined substrates.The non-mercuriated products from the reaction were the corresponding vinyl ether, dialkoxyalkane, and ketone, isolated under preparative conditions.The presence of 0.1percent toluene-p-sulphonic acid increased the reactivity.The reactions of oct-1-yne and oct-4-yne were studied in detail by following with time the formation of the products under a variety of conditions, and a mechanistic scheme was drawn.For comparison, styrene, trans-oct-4-ene, and trans-β-methylstyrene were treated with 5 molpercent mercury(II) acetate.The reaction of alkenes was found to be non-catalytic.
