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Synthesis of ω-Chloroalkyl Aryl Ketones via C-C Bond Cleavage of -Cycloalkanols with Tetramethylammonium Hypochlorite. | LitMetric

AI Article Synopsis

  • A new method for breaking C-C bonds in cycloalkanols using tetramethylammonium hypochlorite (TMAOCl) has been established.
  • TMAOCl can be easily made from tetramethylammonium hydroxide, and works well with acetic acid (AcOH) in a two-phase system.
  • This process successfully converts unstrained cycloalkanols into ω-chloroalkyl aryl ketones with good yields, all without the need for metals and under mild conditions.

Article Abstract

An oxidative C-C bond cleavage of -cycloalkanols with tetramethylammonium hypochlorite (TMAOCl) has been developed. TMAOCl is easy to prepare from tetramethylammonium hydroxide, and the combination of TMAOCl and AcOH effectively promoted the C-C bond cleavage in a two-phase system without additional phase-transfer reagents. Unstrained -cycloalkanols were transformed into ω-chloroalkyl aryl ketones in moderate to excellent yields under metal-free and mild reaction conditions.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11055113PMC
http://dx.doi.org/10.3390/molecules29081874DOI Listing

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