10.1016/S0040-4039(01)02334-6
The research focuses on the microwave-enhanced Goldberg reaction, a novel and efficient method for synthesizing N-arylpiperazinones, N-arylpiperazinediones, and N-aryl-3,4-dihydroquinolinones. The study explores the use of microwave irradiation to accelerate the Goldberg reaction, which traditionally requires harsh conditions, by employing N-methyl-2-pyrrolidinone (NMP) as a solvent. The experiments involved reacting aryl bromides with protected 2-piperazinones or 2,5-piperazinediones under various conditions, with and without microwave irradiation, to optimize reaction rates and yields. Key reactants included bromobenzene, acetanilide, and different polar solvents. The analyses used to determine the success of the reactions and the structures of the products comprised HPLC, NMR, MS, and HRMS techniques. The results demonstrated significant time and energy savings with microwave irradiation, establishing it as a powerful tool in organic synthesis for these transformations.
10.1016/j.tet.2014.06.106
The research focuses on the development of an efficient synthetic route for the preparation of α-substituted N-arylazetidines from readily available acetanilides and aldehydes. The study outlines a three-step procedure that includes an aldolization reaction, a Mitsunobu cyclization, and a reduction step, to produce a diverse range of N-arylazetidines on a multigram scale with overall yields ranging from 21% to 55%. The researchers optimized each step to enhance the yield and scope of the reaction, resulting in a robust and scalable method. The reactants used in the experiments include various acetanilides and aldehydes, and the analyses employed to characterize the products and monitor the reactions include NMR spectroscopy, IR spectroscopy, and high-resolution mass spectrometry, as well as thin-layer chromatography for reaction monitoring.
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