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A convenient synthesis of 1-alkyl-2-chloro-1H-indole-3-carbaldehyde oximes(5a―5d) and 1-alkyl-2-phenoxy-1H-indole-3-carbaldehyde oximes(6a―6d) from 2-indolone was completed via the Vilsmeier-Haack reac-tion,with N-alkylation and oximation as the key steps.An improved one-pot method for the synthesis of 1-alkyl-2-alkoxy-1H-indole-3-carbaldehyde oximes(7a―7h) from 1-alkyl-2-chloro-1H-indole-3-carbaldehydes(3a―3d) was described.The Williamson reactions and esterification reactions were performed and the oxime-ethers and oxime-esters were synthesized,respectively.The new synthesized compounds(3a―11d) were characterized by 1H NMR,IR,MS,and elemental analysis.
A convenient synthesis of 1-alkyl-2-chloro-1H-indole-3-carbaldehyde oximes (5a-5d) and 1- indolone was completed via the Vilsmeier-Haack reac tion, with N-alkylation and oximation as the key steps. An improved one-pot method for the synthesis of 1-alkyl-2-alkoxy- lH-indole-3-carbaldehyde oximes 7a-7h) from 1-alkyl-2-chloro-1H-indole-3-carbaldehydes (3a-3d) was described. Williamson reactions and esterification reactions were performed and the oxime- ethers and oxime-esters were synthesized, respectively. The new synthesized compounds (3a-11d) were characterized by 1H NMR, IR, MS, and elemental analysis.