Catalytic decarboxylative alkylation of β-keto acids with sulfonamides via the cleavage of carbon–nitrogen and carbon–carbon bonds
作者:Cui-Feng Yang、Jian-Yong Wang、Shi-Kai Tian
DOI:10.1039/c1cc12790j
日期:——
An efficient decarboxylative alkylation reaction of β-keto acids with N-benzylic or N-allylic sulfonamides has been developed, for the first time, through sequential cleavage of carbonânitrogen and carbonâcarbon bonds in the presence of 10 mol% of FeCl3.
alcohols and β-ketoacids were realized under arylboronic acidcatalysis, furnishing a series of β-aryl ketones and β-ketoesters in yields of 15–99%, with CO2 and H2O 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