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Arylboronic Acid Catalyzed Dehydrative Mono-/Dialkylation Reactions of β-Ketoacids and Alcohols.

Haipeng HuXin WuYuqian QiuCuilin WangWei WangGuizhou YueHanguang WangJuhua FengGuangtu WangHailiang NiPing Zou
Published in: Organic letters (2022)
The dehydrative mono-/dialkylation reactions of alcohols and β-ketoacids were realized under arylboronic acid catalysis, furnishing a series of β-aryl ketones and β-ketoesters in yields of 15-99%, with CO 2 and H 2 O being the byproducts. In this context, the decarboxylative alkylation reaction occurred to give β-aryl ketones at 50 °C, while the decarboxylation was suppressed to generate dialkylated ester products at 0 °C. A possible catalytic cycle was proposed based on control experiments.
Keyphrases
  • drinking water
  • visible light
  • room temperature
  • crystal structure