78389-95-4Relevant academic research and scientific papers
Organometal-mediated synthesis of conjugated allenynes, allenediynes, vinylallenes and diallenes
Ruitenberg, K.,Kleijn, H.,Westmijze, H.,Meijer, J.,Vermeer, P.
, p. 405 - 409 (2007/10/02)
An extensive study of the reactivity of organometallic reagents R3M (R3 = 1-alkenyl, 1-alkynyl, 3-alken-1-ynyl, 1,3-alkadiynyl or 1,2-alkadienyl; M = Li, MgCl, ZnCl, Cu, Ag) towards R1R2C=C=CH-X (1) and R1R2C(X)-CCH (4) is described.High yields of R1R2C=C=CH=R3 (2) have been obtained by reaction of 1 (X = Br) with R3-M (M = MgCl, ZnCl or Cu1/2Li1/2) using Pd4 as catalyst.Similarly, pure 2 have been obtained by the Pd4-catalyzed reaction of 4 (X = Br, OAc, OS(O)Me, OSO2Me, OP(O)(OEt)2) with R3-M (M = MgCl, ZnCl, Zn1/2, Cu, Cu1/2Li1/2, Ag or Ag1/2Li1/2).In some reactions with R3-Cu, compounds 4 were cnverted into 2 in the absence of the palladium catalyst.
PALLADIUM(0)-PROMOTED SYNTHESIS OF FUNCTIONALLY SUBSTITUTED ALLENES BY MEANS OF ORGANOZINC COMPOUNDS
Ruitenberg, K.,Kleijn, H.,Elsevier, C. J.,Meijer, J.,Vermeer, P.
, p. 1451 - 1452 (2007/10/02)
The paper describes new routes to aryl-, vinyl-, and 1-alkynylallenes and to diallenes via Pd(PPh3)4-promoted reaction of propargylic or allenic halides with appropriate organozinc halides.Propargylic acetates are also suited to prepare such allenes.
