21675-25-2Relevant articles and documents
A facile copper(i)-catalyzed homocoupling of terminal alkynes to 1,3-diynes with diaziridinone under mild conditions
Zhu, Yingguang,Shi, Yian
supporting information, p. 7451 - 7454 (2013/11/06)
A novel and efficient Cu(i)-catalyzed oxidative homocoupling of terminal alkynes with diaziridinone as an oxidant is described. Various terminal alkynes can be transformed into the corresponding 1,3-diynes in good yields. The reaction process is base-free
Synthesis of linked heterocycles via use of bis-acetylenic compounds
Smith, Christopher D.,Tchabanenko, Kirill,Adlington, Robert M.,Baldwin, Jack E.
, p. 3209 - 3212 (2007/10/03)
Linked bis-pyrazoles, a pyrazolyl-isoxazole, a pyrazolyl-pyrimidine and a pyrazolyl-triazole were synthesized starting with commercially available 1,4-bis(trimethylsilyl)-1,3-butadiyne 1 or readily available bis-acetylenic diketone 22. A stepwise approach
Friedel-crafts reactions of bis(trimethylsilyl)polyynes with acyl chlorides; a useful route to terminal-alkynyl ketones
Walton,Waugh
, p. 45 - 56 (2007/10/05)
Bis(trimethylsilyl)acetylenes, Me3Si(CC)nSiMe3, react with acyl chloride-aluminium chloride complexes, XC6H4 COCl·AlCl3 in methylene chloride at 0-20° to form the corresponding ketones XC6H4CO(CC)nSiMe3 in excellent (n = 1) or moderate (n = 2, 4) yield. Treatment of the products with aqueous methanolic borax results in virtually quantitative liberation of the terminal alkynyl ketones XC6H4CO(CC)nH. The method provides the first practical route to the ketotetraynes (n = 4) and usefully supplements existing oxidative methods for keto-monoyne and -diyne synthesis. The oxalyl chloride-aluminium chloride complex reacts with Me3SiCCSiMe3 to give the novel silyl-substituted heterocycle (I): {A figure is presented}.