The preparation of arylphosphines

C - Chemistry – Metallurgy – 07 – F

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C07F 9/50 (2006.01)

Patent

CA 2329770

A process for preparation of an arylphosphine of the formula R1OC-Ar-PR2R3 wherein Ar is aryl or heteroaryl; R1 is an alkoxy or amine group; and R2 and R3 are each any organic group; and each of the respective groups may optionally be substituted with any non-interfering group; comprises the reaction of a sulfonyloxy compound of the formula R1OC-Ar-OSO2R4 wherein R4 is alkyl, haloalkyl, perhaloalkyl, aryl, aralkyl or alkaryl, with a primary phosphine of the formula HPR2R3, in a solvent and in the presence of a palladium catalyst and a base. The arylphosphine can then readily be converted to a chiral phosphine ligand.

L'invention concerne un process de préparation d'une arylphosphine correspondant à la formule: R?1¿OC-Ar-PR?2¿R?3¿ dans laquelle Ar est aryle ou hétéroaryle; R?1¿ est un groupe alcoxy ou aminé et; R?2¿ et R?3¿ sont chacun un quelconque groupe organique. Chacun des groupes respectifs peut être substitué en option avec n'importe quel groupe non interférant. Le process comprend la réaction d'un composé sulfonyloxy correspondant à la formule: R?1¿OC-Ar-OSO¿2?R?4¿ dans laquelle R?4¿ est alkyle, haloalkyle, perhaloalkyle, aryle, aralkyle ou alkaryle, ou une phosphine primaire correspondant à la formule HPR?2¿R?3¿, dans un solvant et en présence d'un catalyseur à palladium et d'une base. L'arylphosphine peut être facilement convertie en un ligand de phosphine chiral.

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