Cross-Coupling of Aryl Halides with Aliphatic Alcohols

Cross-Coupling of Aryl Halides with Aliphatic Alcohols 

Aliphahc alcohols were found to be less reactive toward ligand promoted copper-catalyzed arylation. But some successful examples have been reported by using special Hgands. Buchwald and coworkers discovered that if 1,10-phenanthroline (L13) was used as a Hgand, alkoxylation of aryl iodides with a wide range of 

Entry X [Cu] Ligand Base Reaction conditions Yield (%) Ref. 

Use of 3,4,7,8-tetramethyl-l,10-phenanthroline (L15) afforded milder reaction conditions for the alkoxylation of aryl halides (entry 3) [59]. Aryl bromides also worked although only a limited number of cases were described. More importantly, the amount of alcohol could be decreased in these cases. 

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SCHEME 20.39 Cross-coupling of aryl halides with aliphatic alcohols,... 

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