Improved functional group compatibility in the palladium-catalyzed synthesis of aryl amines

Organic Letters

Volumn 4, Issue 17, 2002, Pages 2885-2888

  Harris, Michele C ^a   Huang, Xiaohua ^a   Buchwald, Stephen L ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; AROMATIC HYDROCARBON; HALOGENATED HYDROCARBON; PALLADIUM;

ARTICLE; CATALYSIS; CHEMISTRY; SYNTHESIS;

AMINES; CATALYSIS; HYDROCARBONS, AROMATIC; HYDROCARBONS, HALOGENATED; PALLADIUM;

EID: 0011411784     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0262688     Document Type: Article

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17. 2 in dioxane or THF may also be used with comparable results; however, use of the solid is less desirable since the setup requires use of a glovebox.
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19. General Procedure B. Same as general procedure A, but with ligand 2 (4.6 mg, 0.012 mmol, 2.4 mol %).
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21. At this elevated temperature the 3-silated product may result from lithium-halogen exchange, followed by a silyl group transfer.
22. The reaction only proceeded to ca. 95% conversion.
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