223692-69-1Relevant academic research and scientific papers
Synthesis of indanones via solid-supported [2+2+2] cyclotrimerization
Senaiar, Ramesh S.,Teske, Jesse A.,Young, Douglas D.,Deiters, Alexander
, p. 7801 - 7804 (2007)
(Chemical Equation Presented) A new facile approach toward natural and unnatural indanones has been developed, featuring a solid-supported [2+2+2] cyclotrimerization as the key step. This strategy has been applied to the chemo- and regioselective assembly of indanone arrays and to the total synthesis of a recently isolated indanone marine natural product.
Selective cyclotrimerization of enones and alkynes by a nickel and aluminum catalytic system
Mori, Naoyoshi,Ikeda, Shin-Ichi,Sato, Yoshiro
, p. 2722 - 2727 (1999)
Enones 1 reacted with two molecules of alkynes 2 (R = R' in eq 1) in the presence of a nickel(O) and aluminum catalytic system to give cyclotrimerization adducts regioselectively. Aluminum phenoxide (Me(n)Al(OPh)(3-n) (n = 0-3)) functions as a Lewis acid cocatalyst and activates 1. Stoichiometric experiments suggest that the cycloaddition of 1 and 2 proceeds via nickelacyclopentadiene intermediates, which are formed by the oxidative coupling of Ni(0) species with 2. In addition, the selective cyclotrimerization of 1 and two different alkynes 2 and 2' (R ≠ R' in eq 1) was also accomplished in the presence of a binary metal catalytic system. The reaction occurs effectively when an alkyl- or aryl-substituted alkyne (alkyne B, 1 equiv vs 1) is added slowly to a mixture of 1 and a bulkier alkyne (alkyne A, 1 equiv vs 1) such as tert-butylacetylene (2f) or (trimethylsilyl)acetylene (2g).
