Catalysts useful for catalyzing the coupling of arylhalides with arylboronic acids
AssigneeE. I. Du Pont de Nemours and Company
InventorAlex Sergey Ionkin
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Abstract
The present invention relates to a new method of cross-coupling aryl moieties comprising reacting an arylhalide with an arylboronic acid in the presence of a palladium compound and a compound comprising a di-alkylphosphine moiety.
Claims12
A method of cross-coupling aryl and heteroaryl moieties to produce an aryl heteroaryl compound, said method comprising reacting a heteroarylhalide with an arylboronic acid in the presence of a palladium compound and a compound comprising a di-alkylphosphine, wherein the di-alkylphosphine has the formula:
- (R1)2X—R2,
- wherein
- X is P or P═O;
- R1 is an adamantyl;
- and
- R2 is H, alkyl, arylalkyl, or a fused polyaromatic group.
A method of cross-coupling aryl and heteroaryl moieties to produce an aryl heteroaryl compound, said method comprising reacting a heteroarylhalide with an arylboronic acid in the presence of a palladium compound and a compound comprising a di-alkylphosphine, wherein the di-alkylphosphine has the formula:
- (R1)2X—R2,
- wherein
- X is P or P═O;
- R1 is independently, a bulky alkyl;
- and
- R2 is benzyl, 2,2-dimethyl-propyl, —(CH3)3Si—CH2—, or pyren-1-yl.
A method of cross-coupling aryl and heteroaryl moieties comprising reacting a heteroarylhalide with an arylboronic acid in the presence of a palladium compound and a compound comprising a di-alkylphosphine, wherein the di-alkylphosphine has the formula:
- (R1)2X—R2,
- wherein
- X is P or P═O;
- R1 is, independently, adamantyl or neopentyl;
- and
- R2 is H, alkyl, arylalkyl, or a fused polyaromatic group.
A method of cross-coupling aryl and heteroaryl moieties comprising reacting a heteroarylhalide with an arylboronic acid in the presence of a palladium compound and a compound comprising a di-alkylphosphine, wherein the di-alkylphosphine has the formula:
- (R1)2X—R2,
- wherein
- X is P or P═O;
- R1 is, independently, a bulky alkyl;
- and
- R2 is mono-substituted methylene.
Dependencies are inferred from the claim text.