Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5272742 | Tetrahedron Letters | 2010 | 4 Pages |
Abstract
A protocol for the hydrodehalogenation of halogenated pyridines and quinolines by the sodium borohydride/N,N,Nâ²,Nâ²-tetramethylethylenediamine (NaBH4-TMEDA) system under palladium catalysts is reported. Catalytic amounts of [1,1â²-bis(diphenylphosphino)ferrocene] dichloropalladium(II) in combination with NaBH4-TMEDA rapidly hydrodehalogenate chloro(bromo)-pyridines and -quinolines at room temperature in quantitative yields. Chemoselective reduction of 4,7-dichloroquinoline affords 7-chloroquinoline as the sole product in almost quantitative yield. Moreover, palladium(II) acetate-triphenylphosphine and NaBH4-TMEDA are able to reduce efficiently reactive bromo-pyridines and -quinolines.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Giorgio Chelucci,