55860-91-8Relevant articles and documents
Palladium-catalyzed intermolecular three-component coupling of aryl iodides, alkynes, and alkenes to produce 1,3-butadiene derivatives
Shibata, Kana,Satoh, Tetsuya,Miura, Masahiro
, p. 1781 - 1783 (2005)
(Chemical Equation Presented) The sequential three-component coupling of aryl iodides, diarylacetylenes, and monosubstituted alkenes effectively proceeds in the presence of Pd(OAc)2, LiCl, and NaHCO3 as catalyst, promoter, and base,
Palladium-catalyzed intermolecular three-component coupling of organic halides with alkynes and alkenes: Efficient synthesis of oligoene compounds
Shibata, Kana,Satoh, Tetsuya,Miura, Masahiro
, p. 2317 - 2325 (2008/09/19)
The intermolecular three-component coupling of aryl or vinyl halides, diarylacetylenes, and monosubstituted alkenes effectively proceeds in the presence of palladium acetate, lithium chloride, and sodium bicarbonate as catalyst, promoter, and base, respectively, in aqueous DMF or DMSO to produce the corresponding 1,3-butadiene or 1,3,5-hexatriene derivatives. Use of dienyl bromides allows the coupling to afford 1,3,5,7-octatetraenes. Under the present catalytic conditions, fulvene derivatives are also formed efficiently by the 1:2 coupling of vinyl bromides and diarylacetylenes without adding the alkenes.
CARBENE - 23. PHOSPHENE: - UND -CYCLOADDITION VON (DIPHENYLMETHYLEN) PHENYLPHOSPHAN-OXID MIT α,β-UNGESAETTIGTEN KETONEN
Regitz, M.,Eckes, H.
, p. 1039 - 1044 (2007/10/02)
The photolysis of 1 produces the carbene 2, which is transformed into the short lived phosphene 4 by phenyl migration.With the α,β-unsaturated ketones 6a-d in a cycloaddition 4 yields 1,2λ5-oxaphosphetanes 7a-d.The heterocycles partially undergo a photofragmentation, which produces the olefines 9a-d and the heterocumulene 8.If 4 is a generated form 1 under thermal conditions in the presence of 6a-c, formation of four membered rings and fragmentation is observed too; in addition 4 undergoes a -cycloaddition with the hetero-1,3-dienes 6a-c leading to 15a-c.This behaviour corresponds to that of the carbonylanalogue diphenylketene with 6a (formation of CO2 and 9a via the β-lactone 16 such as of 17)
