Patent · US Active

Palladium-catalyzed coupling of aryl halides with alkynes

US7642391B1 · kind B1 · utility

1Cited by
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9Claims
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Assignee

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Key dates

Filing dateFeb 28, 2006
Grant dateJan 5, 2010
Priority date
Expiry dateAug 3, 2028

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C2531/22
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method is provided to couple an aryl halide to an alkyne comprising reacting a compound of the formula ArX, wherein Ar is a substituted or unsubstituted aryl group and X is I or Br, with a compound of the formula HC≡C—R1 wherein R1 is a substituted or unsubstituted organic group, in the presence of an effective amount of a phosphine-free, oxime-free palladium catalyst; (C1-C4)alkyl N+(−OAc) or an alkali metal carbonate, to yield a compound of the formula Ar—C≡C—R1, wherein the reaction is carried out in the absence of an organic amine or copper(I).

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.