106929-53-7Relevant academic research and scientific papers
Modifications to the Vilsmeier-Haack formylation of 1,4-dimethylcarbazole and its application to the synthesis of ellipticines
Deane, Fiona M.,Miller, Charlotte M.,Maguire, Anita R.,McCarthy, Florence O.
experimental part, p. 814 - 823 (2011/10/04)
Figure represented. An improved method for the preparation of 3-formyl-1,4-dimethylcarbazole, a key intermediate in the synthesis of ellipticine, is presented. Conditions of the Vilsmeier-Haack reaction have been modified to facilitate the production of 3-formyl-1,4-dimethylcarbazole as a major product leading to an overall improvement in yield of ellipticine from 3% to 14%. This approach was also applied to the synthesis of 6-methylellipticine and 9-methoxyellipticine.
Reactions of Electron-Rich Heterocycles with Orthocarboxylic Acid Derivatives, 10. - Formylation and Alkylation of Carbazoles with Ambident Dialkoxycarbenium Tetrafluoroborates
Flo, Camran,Pindur, Ulf
, p. 509 - 514 (2007/10/02)
Carbazole and some derivatives were formylated regioselectively with diethoxycarbenium tetrafluoroborate.The thermodynamically more stable diethoxymethylcarbenium and trimethoxycarbenium ions exhibit ambident electrophilic reactivity as predominant alkylation reagent.
