30765-80-1Relevant academic research and scientific papers
Palladium-Catalyzed Intramolecular Allylic Amidation via Decarboxylative Aromatization: Synthesis of N-Allyl-N-aryl Sulfonamides
Liu, Tzu-Lun,Jhou, Meng-Li,Hsieh, Cheng-En,Lin, Chia-Jung,Su, Hsiu-Hui,Chou, Chih-Ming
, p. 9084 - 9095 (2021)
A protocol in the preparation of functionalizedN-allyl-N-aryl sulfonamides via palladium-catalyzed intramolecular decarboxylative N-allylation reaction is presented. The alkylated 2,5-cyclohexadienyl ketoesters reacted with arylsulfonamides in the presence of titanium tetrachloride and pyridine, which allows the formation of alkylated 2,5-cyclohexadienyl sulfonyl iminoesters which then undergo a palladium-catalyzed intramolecular allylic amidation through decarboxylative aromatization to provide functionalizedN-allyl-N-aryl sulfonamides. This allylation protocol proceeds with good regioselectivity. Moreover, we have also shown thatN-allyl-N-aryl sulfonamide can be transformed into 4-aryl-1,2,3,4-tetrahydroquinoline and nitrogen-containing β-hydroxysulfide bioactives.
