1580443-86-2Relevant academic research and scientific papers
Synthesis of hexahydro-1 H-isoindole derivatives from arylacyl bromides via homoallenic bromohydrins
Lin, Mei-Huey,Li, Yi-Syuan,Kuo, Chung-Kai,Chen, Chung-Hao,Huang, Yen-Chih,Liang, Kung-Yu,Chen, Yu-Chun,Tsai, Chang-Hsien,Chuang, Tsung-Hsun
, p. 2462 - 2466 (2015)
A procedure has been developed for the concise synthesis of hexahydro-1H-isoindole derivatives starting from phenacyl bromides. The approach employs a sequence involving an initial indium-mediated allenylation reaction of an arylacyl bromide with propargyl bromide. This process is followed by FeBr3-mediated SN2′-type substitution reaction of the formed homoallenic bromohydrin to produce a 2,5-dibromo-4-aryl-1,3-pentadiene, which then is subjected to a sequential, one-pot N-alkylation reaction with N-allyl-N-(p-tosyl)amine and a highly diastereoselective intramolecular Diels-Alder reaction of the formed ene-diene to generate the target hexahydro-1H-isoindole.
γ-halo-enones: A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles
Lin, Mei-Huey,Huang, Yen-Chih,Kuo, Chung-Kai,Tsai, Chang-Hsien,Li, Yi-Syuan,Hu, Ting-Chia,Chuang, Tsung-Hsun
, p. 2751 - 2757 (2014/04/17)
A simple method has been developed for synthesis of γ-halo-enones. The approach employs a sequence involving initial indium-mediated allenylation reactions of phenacyl halides with propargyl bromide. This process is followed by acid-promoted rearrangement reactions of the formed homoallenic halohydrins. The new method can be incorporated into routes for the efficient synthesis of various five-membered heterocyclic compounds.
