31508-14-2Relevant academic research and scientific papers
Nickel-catalyzed decarboxylative coupling reaction of alkynyl carboxylic acids and allyl acetates
Choe, Juseok,Yang, Jiyoung,Park, Kyungho,Palani, Thiruvengadam,Lee, Sunwoo
, p. 6908 - 6912 (2013/01/15)
The coupling reaction of aryl alkynyl carboxylic acids and allyl acetates was carried out in the presence of nickel catalyst to produce the allyl alkynes in good yields. The optimized condition is that alkynyl carboxylic acid (1.0 equiv), allyl acetate (2
Chemistry of gem-Dihalocyclopropanes. XX. The Effect of Methyl and Phenyl Substituents on the Vinylcyclopropylidene-Cyclopentenylidene Rearrangement
Holm, Kjetil H.,Skatteboel, Lars
, p. 783 - 794 (2007/10/02)
Reactions of gem-dibromocyclopropanes of the general structure 1 with methyllithium have been studied.In the most cases cyclopentadienes and/or vinylallenes are the products formed.The results obtained give evidence of a profound substituent effect on the carbene-carbene rearrangement leading to cyclopentadienes.We believe the effect is essentially steric in origin.The results support the mechanism proposed for the rearrangement.
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.
