Iron‐Catalyzed ortho‐Selective Functionalization of Phenols: A Straightforward Strategy towards the 2′‐Hydroxyphenyl‐1,2‐dione Skeleton

X Guo, W Li, Z Li - 2010 - Wiley Online Library
X Guo, W Li, Z Li
2010Wiley Online Library
… The numerous advantages of iron make it highly attractive as a catalyst or reagent for
chemical synthesis.11 The challenge of selective functionalization of phenols prompted us
to investigate the reaction of phenol (1a) and α-hydroxyphenylacetone (2a) in the presence
of an iron catalyst (Table 1). FeCl 3 ·6H 2 O and FeCl 3 failed to give any oxidative coupling
products (Table 1, Entries 1 and 2). A trace amount of 1,2-dione derivative 3a12 was found
when … In summary, we have developed a novel ortho-selective functionalization of simple …
Abstract
An iron‐catalyzed ortho‐functionalization of phenols was developed. The reactions of simple phenols with α‐hydroxy ketones provide a novel and efficient method to construct 2′‐hydroxyphenyl‐1,2‐dione derivatives.
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